Multicomponent Cyclizative 1,2‐Rearrangement Enabled Enantioselective Construction of 2,2‐Disubstituted Pyrrolinones

The 1,2‐rearrangement reaction is one of the most important approaches to construct carbon‐carbon bonds in organic synthesis. However, the development of catalytic asymmetric 1,2‐rearrangements is still far from mature and often suffers from problems such as complex substrates, single product struct...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Angewandte Chemie International Edition Jg. 63; H. 7; S. e202317182 - n/a
Hauptverfasser:	Li, Xing‐Zi, He, Yu‐Ping, Wu, Hua
Format:	Journal Article
Sprache:	Englisch
Veröffentlicht:	WEINHEIM Wiley 12.02.2024 Wiley Subscription Services, Inc
Ausgabe:	International ed. in English
Schlagworte:	1,2-Rearrangement Aldehydes Amines Asymmetry Benzilic acid Carbon Chemical synthesis Chemistry Chemistry, Multidisciplinary Enantiomers Multicomponent Reaction Organocatalysis Physical Sciences Pyrrolinones Quaternary Stereocenter Science & Technology Substrates MIGRATION ALDEHYDE Pyrrolinones Multicomponent Reaction VICINAL TRICARBONYLS Organocatalysis Quaternary Stereocenter 1,2-Rearrangement AMINES BENZILIC ACID REARRANGEMENTS CHEMISTRY SUBSTITUTED PYRROLIN-4-ONES EFFICIENT ACCESS quaternary stereocenter pyrrolinones multicomponent reaction 1,2-rearrangement
ISSN:	1433-7851, 1521-3773, 1521-3773
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Abstract	The 1,2‐rearrangement reaction is one of the most important approaches to construct carbon‐carbon bonds in organic synthesis. However, the development of catalytic asymmetric 1,2‐rearrangements is still far from mature and often suffers from problems such as complex substrates, single product structure, and lack of synthetic application. Multicomponent reaction has been recognized as a robust tool for the synthesis of diverse and tunable products from readily available starting material. Conceptionally and practically, the development of multicomponent asymmetric 1,2‐rearrangements is highly desirable. In this regard, we report herein a three‐component benzilic acid‐type rearrangement of 2,3‐diketoesters, aromatic amines and aldehydes for the asymmetric construction of synthetically challenging pyrrolinones bearing aza‐quaternary stereocenters. To the best of our knowledge, this reaction represents the first example of organocatalyzed multicomponent asymmetric 1,2‐rearrangements. The first organocatalyzed multicomponent asymmetric 1,2‐rearrangement is established, which provides a straightforward access to 2,2‐disubstituted pyrrolinones in excellent chemo‐ and stereoselectivities. This reaction also represents the first example of asymmetric catalytic construction of chiral pyrrolinones bearing aza‐quaternary stereocenters.
AbstractList	The 1,2-rearrangement reaction is one of the most important approaches to construct carbon-carbon bonds in organic synthesis. However, the development of catalytic asymmetric 1,2-rearrangements is still far from mature and often suffers from problems such as complex substrates, single product structure, and lack of synthetic application. Multicomponent reaction has been recognized as a robust tool for the synthesis of diverse and tunable products from readily available starting material. Conceptionally and practically, the development of multicomponent asymmetric 1,2-rearrangements is highly desirable. In this regard, we report herein a three-component benzilic acid-type rearrangement of 2,3-diketoesters, aromatic amines and aldehydes for the asymmetric construction of synthetically challenging pyrrolinones bearing aza-quaternary stereocenters. To the best of our knowledge, this reaction represents the first example of organocatalyzed multicomponent asymmetric 1,2-rearrangements. The first organocatalyzed multicomponent asymmetric 1,2-rearrangement is established, which provides a straightforward access to 2,2-disubstituted pyrrolinones in excellent chemo- and stereoselectivities. This reaction also represents the first example of asymmetric catalytic construction of chiral pyrrolinones bearing aza-quaternary stereocenters.image The 1,2-rearrangement reaction is one of the most important approaches to construct carbon-carbon bonds in organic synthesis. However, the development of catalytic asymmetric 1,2-rearrangements is still far from mature and often suffers from problems such as complex substrates, single product structure, and lack of synthetic application. Multicomponent reaction has been recognized as a robust tool for the synthesis of diverse and tunable products from readily available starting material. Conceptionally and practically, the development of multicomponent asymmetric 1,2-rearrangements is highly desirable. In this regard, we report herein a three-component benzilic acid-type rearrangement of 2,3-diketoesters, aromatic amines and aldehydes for the asymmetric construction of synthetically challenging pyrrolinones bearing aza-quaternary stereocenters. To the best of our knowledge, this reaction represents the first example of organocatalyzed multicomponent asymmetric 1,2-rearrangements.The 1,2-rearrangement reaction is one of the most important approaches to construct carbon-carbon bonds in organic synthesis. However, the development of catalytic asymmetric 1,2-rearrangements is still far from mature and often suffers from problems such as complex substrates, single product structure, and lack of synthetic application. Multicomponent reaction has been recognized as a robust tool for the synthesis of diverse and tunable products from readily available starting material. Conceptionally and practically, the development of multicomponent asymmetric 1,2-rearrangements is highly desirable. In this regard, we report herein a three-component benzilic acid-type rearrangement of 2,3-diketoesters, aromatic amines and aldehydes for the asymmetric construction of synthetically challenging pyrrolinones bearing aza-quaternary stereocenters. To the best of our knowledge, this reaction represents the first example of organocatalyzed multicomponent asymmetric 1,2-rearrangements. The 1,2-rearrangement reaction is one of the most important approaches to construct carbon-carbon bonds in organic synthesis. However, the development of catalytic asymmetric 1,2-rearrangements is still far from mature and often suffers from problems such as complex substrates, single product structure, and lack of synthetic application. Multicomponent reaction has been recognized as a robust tool for the synthesis of diverse and tunable products from readily available starting material. Conceptionally and practically, the development of multicomponent asymmetric 1,2-rearrangements is highly desirable. In this regard, we report herein a three-component benzilic acid-type rearrangement of 2,3-diketoesters, aromatic amines and aldehydes for the asymmetric construction of synthetically challenging pyrrolinones bearing aza-quaternary stereocenters. To the best of our knowledge, this reaction represents the first example of organocatalyzed multicomponent asymmetric 1,2-rearrangements. The 1,2‐rearrangement reaction is one of the most important approaches to construct carbon‐carbon bonds in organic synthesis. However, the development of catalytic asymmetric 1,2‐rearrangements is still far from mature and often suffers from problems such as complex substrates, single product structure, and lack of synthetic application. Multicomponent reaction has been recognized as a robust tool for the synthesis of diverse and tunable products from readily available starting material. Conceptionally and practically, the development of multicomponent asymmetric 1,2‐rearrangements is highly desirable. In this regard, we report herein a three‐component benzilic acid‐type rearrangement of 2,3‐diketoesters, aromatic amines and aldehydes for the asymmetric construction of synthetically challenging pyrrolinones bearing aza‐quaternary stereocenters. To the best of our knowledge, this reaction represents the first example of organocatalyzed multicomponent asymmetric 1,2‐rearrangements. The first organocatalyzed multicomponent asymmetric 1,2‐rearrangement is established, which provides a straightforward access to 2,2‐disubstituted pyrrolinones in excellent chemo‐ and stereoselectivities. This reaction also represents the first example of asymmetric catalytic construction of chiral pyrrolinones bearing aza‐quaternary stereocenters.
Author	He, Yu‐Ping Wu, Hua Li, Xing‐Zi
Author_xml	– sequence: 1 givenname: Xing‐Zi surname: Li fullname: Li, Xing‐Zi organization: Shanghai Jiao Tong University – sequence: 2 givenname: Yu‐Ping surname: He fullname: He, Yu‐Ping organization: Shanghai Jiao Tong University – sequence: 3 givenname: Hua orcidid: 0000-0002-0401-2434 surname: Wu fullname: Wu, Hua email: hua.wu@sjtu.edu.cn organization: Shanghai Jiao Tong University
BackLink	https://www.ncbi.nlm.nih.gov/pubmed/38150406$$D View this record in MEDLINE/PubMed
BookMark	eNqNks1u1DAQgCNURH_gyhGtxAUJsnjsJHaOVVigUvkR6t1yvBPkyrEX2yksJx6BZ-RJcLrbIlVC4MvY8veNx6M5Lg6cd1gUj4EsgRD6UjmDS0ooAw6C3iuOoKZQMs7ZQd5XjJVc1HBYHMd4mXkhSPOgOGQCalKR5qj49m6yyWg_bnJelxbdVlvzXSVzhQt4QX_9-PkJVQjKfcZxvl851Vtcz9El4yNa1Ndw511MYcoH7xZ-WNBr-ZWJUx-TSVPK0sdtCN6a-QvxYXF_UDbio308KS5ery66t-X5hzdn3el5qRlntKyaZtCIMLR0zQThwyDqXivCBKKugIAApIq2A3DSE8VqXjOoUPFGrxlydlI826XdBP9lwpjkaKJGa5VDP0VJW8KhrQVvMvr0Dnrpp-BycZmilIqqBpqpJ3tq6kdcy00wowpbedPSDIgd8BV7P0Rt0Gm8xQgBYG0DoiJ5QWeSmjvW-cmlrD7_fzXT1Y7WwccYcJB6ny0FZawEIucRkfOIyNsRydryjnbzwF-Fdl-Vsbj9By1P35-t_ri_AeSZzvA
CitedBy_id	crossref_primary_10_1002_adsc_202500324 crossref_primary_10_1039_D5QO00378D crossref_primary_10_1002_advs_202402532 crossref_primary_10_1021_jacs_4c09276 crossref_primary_10_1002_ange_202511791 crossref_primary_10_1055_a_2415_1629 crossref_primary_10_1002_adsc_202401433 crossref_primary_10_1039_D4QO00481G crossref_primary_10_1038_s41467_025_62197_9 crossref_primary_10_1002_anie_202511791 crossref_primary_10_1021_jacs_4c15161 crossref_primary_10_1002_cjoc_70236
Cites_doi	10.1021/jm0204587 10.1021/jacs.1c03915 10.1021/ja01603a060 10.1002/anie.201706719 10.1002/anie.201609911 10.1002/ejoc.201801799 10.1039/D0CC07905G 10.1021/acs.joc.8b01887 10.1002/9781118939901 10.1039/c2cc38473f 10.1126/science.aad6080 10.1021/ja036713 10.1021/jacs.6b12663 10.1002/ejoc.200390167 10.1021/acs.accounts.8b00105 10.1021/acscatal.2c00783 10.1002/3527605118 10.1021/ol005931u 10.1039/c1cc00049g 10.1002/anie.202313797 10.1021/cr60294a002 10.1021/ar200082p 10.1016/0040-4039(84)80121-5 10.1039/C4GC00013G 10.1021/jacs.8b06629 10.1016/j.tet.2022.133038 10.1021/jacsau.2c00448 10.1021/ol1006778 10.1007/s13738-021-02435-1 10.1021/ar1001186 10.1038/s42004-023-01016-y 10.1021/ol702362n 10.1002/jlac.18380250102 10.1002/anie.202217954 10.1039/c2cs15361k 10.1021/acs.joc.1c02699 10.1021/ja0491533 10.1021/ol4022222 10.1021/jo900693a 10.1021/acs.chemrev.9b00214 10.1039/D0CC06460B 10.1016/j.tet.2009.05.067 10.1002/anie.200460548 10.1002/anie.201402233 10.1021/ja016007d 10.1021/jacs.7b01410 10.1021/ja062508t 10.1039/C5CC07780J 10.1021/ol500546p 10.1002/anie.200902385 10.1021/ar0300221 10.1016/S0040-4039(00)79459-7 10.1021/jo9017765 10.1039/qr9601400221 10.1021/acs.joc.0c01180 10.1021/jacs.5b01517 10.1002/anie.200705241 10.1021/cr800296p 10.1021/jacs.3c03557 10.1021/ja00183a059 10.1021/ol402312h 10.1126/science.aas8707 10.1002/anie.200353240 10.1021/jo00008a055 10.1039/c3cs35505e 10.1021/ja00291a074 10.1021/cr960079j 10.1021/jacs.9b08892 10.1002/anie.202001258 10.1016/0040-4039(84)80120-3 10.1021/cr100233r 10.1021/jacs.5b09117 10.1021/jo302474r 10.1021/ja036713+ 10.1039/c4gc00013g 10.1039/d0cc07905g 10.1039/d0cc06460b 10.1039/c5cc07780j
ContentType	Journal Article
Copyright	2023 Wiley‐VCH GmbH 2023 Wiley-VCH GmbH. 2024 Wiley‐VCH GmbH
Copyright_xml	– notice: 2023 Wiley‐VCH GmbH – notice: 2023 Wiley-VCH GmbH. – notice: 2024 Wiley‐VCH GmbH
DBID	AAYXX CITATION 17B 1KM 1KN ADNEQ BLEPL DTL EGQ NPM 7TM K9. 7X8
DOI	10.1002/anie.202317182
DatabaseName	CrossRef Web of Knowledge Index Chemicus Current Chemical Reactions Web of Science - Science Citation Index Expanded - 2024 Web of Science Core Collection Science Citation Index Expanded Web of Science Primary (SCIE, SSCI & AHCI) PubMed Nucleic Acids Abstracts ProQuest Health & Medical Complete (Alumni) MEDLINE - Academic
DatabaseTitle	CrossRef Web of Science PubMed ProQuest Health & Medical Complete (Alumni) Nucleic Acids Abstracts MEDLINE - Academic
DatabaseTitleList	Web of Science MEDLINE - Academic PubMed ProQuest Health & Medical Complete (Alumni) CrossRef
Database_xml	– sequence: 1 dbid: NPM name: PubMed url: http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed sourceTypes: Index Database – sequence: 2 dbid: 1KM name: Index Chemicus url: https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.IC sourceTypes: Enrichment Source Index Database – sequence: 3 dbid: 7X8 name: MEDLINE - Academic url: https://search.proquest.com/medline sourceTypes: Aggregation Database
DeliveryMethod	fulltext_linktorsrc
Discipline	Chemistry
EISSN	1521-3773
Edition	International ed. in English
EndPage	n/a
ExternalDocumentID	38150406 001139618400001 10_1002_anie_202317182 ANIE202317182
Genre	shortCommunication Journal Article
GrantInformation_xml	– fundername: National Natural Science Foundation of China funderid: 22371183; 22101172 – fundername: National Natural Science Foundation of China; National Natural Science Foundation of China (NSFC) – fundername: Shanghai Jiao Tong University (SJTU)
GroupedDBID	--- -DZ -~X .3N .GA 05W 0R~ 10A 1L6 1OB 1OC 1ZS 23M 33P 3SF 3WU 4.4 4ZD 50Y 50Z 51W 51X 52M 52N 52O 52P 52S 52T 52U 52W 52X 53G 5GY 5RE 5VS 66C 6TJ 702 7PT 8-0 8-1 8-3 8-4 8-5 8UM 930 A03 AAESR AAEVG AAHHS AAHQN AAMNL AANLZ AAONW AAXRX AAYCA AAZKR ABCQN ABCUV ABEML ABIJN ABLJU ABPPZ ABPVW ACAHQ ACCFJ ACCZN ACFBH ACGFS ACIWK ACNCT ACPOU ACPRK ACSCC ACXBN ACXQS ADBBV ADEOM ADIZJ ADKYN ADMGS ADOZA ADXAS ADZMN ADZOD AEEZP AEIGN AEIMD AEQDE AEUQT AEUYR AFBPY AFFNX AFFPM AFGKR AFPWT AFRAH AFWVQ AFZJQ AHBTC AHMBA AITYG AIURR AIWBW AJBDE AJXKR ALAGY ALMA_UNASSIGNED_HOLDINGS ALUQN ALVPJ AMBMR AMYDB ATUGU AUFTA AZBYB AZVAB BAFTC BDRZF BFHJK BHBCM BMNLL BMXJE BNHUX BROTX BRXPI BTSUX BY8 CS3 D-E D-F D0L DCZOG DPXWK DR1 DR2 DRFUL DRSTM EBS F00 F01 F04 F5P G-S G.N GNP GODZA H.T H.X HBH HGLYW HHY HHZ HZ~ IX1 J0M JPC KQQ LATKE LAW LC2 LC3 LEEKS LH4 LITHE LOXES LP6 LP7 LUTES LYRES MEWTI MK4 MRFUL MRSTM MSFUL MSSTM MXFUL MXSTM N04 N05 N9A NF~ NNB O66 O9- OIG P2P P2W P2X P4D PQQKQ Q.N Q11 QB0 QRW R.K RNS ROL RWI RX1 RYL SUPJJ TN5 UB1 UPT UQL V2E VQA W8V W99 WBFHL WBKPD WH7 WIB WIH WIK WJL WOHZO WQJ WRC WXSBR WYISQ XG1 XPP XSW XV2 YZZ ZZTAW ~IA ~KM ~WT AAYXX ABDBF ABJNI ABUFD AEYWJ AGHNM AGYGG CITATION O8X 17B 1KM 1KN BLEPL DTL GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED GROUPED_WOS_WEB_OF_SCIENCE M53 NPM 7TM K9. 7X8
ID	FETCH-LOGICAL-c3732-466fcee1f92d3807ff85bca038eec410181e2a29f170b0a3575314ea76cd3e73
IEDL.DBID	DRFUL
ISICitedReferencesCount	12
ISICitedReferencesURI	https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=001139618400001
ISSN	1433-7851 1521-3773
IngestDate	Thu Oct 02 10:55:03 EDT 2025 Tue Oct 07 07:13:39 EDT 2025 Mon Jul 21 06:01:19 EDT 2025 Fri Dec 05 22:52:14 EST 2025 Mon Oct 27 23:53:06 EDT 2025 Sat Nov 29 08:14:06 EST 2025 Tue Nov 18 21:55:52 EST 2025 Wed Jan 22 16:14:37 EST 2025
IsPeerReviewed	true
IsScholarly	true
Issue	7
Keywords	MIGRATION ALDEHYDE Pyrrolinones Multicomponent Reaction VICINAL TRICARBONYLS Organocatalysis Quaternary Stereocenter 1,2-Rearrangement AMINES BENZILIC ACID REARRANGEMENTS CHEMISTRY SUBSTITUTED PYRROLIN-4-ONES EFFICIENT ACCESS quaternary stereocenter pyrrolinones multicomponent reaction 1,2-rearrangement
Language	English
License	2023 Wiley-VCH GmbH.
LinkModel	DirectLink
LogoURL	https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg
MergedId	FETCHMERGED-LOGICAL-c3732-466fcee1f92d3807ff85bca038eec410181e2a29f170b0a3575314ea76cd3e73
Notes	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 content type line 23
ORCID	0000-0002-0401-2434
PMID	38150406
PQID	2922284512
PQPubID	946352
PageCount	7
ParticipantIDs	webofscience_primary_001139618400001CitationCount wiley_primary_10_1002_anie_202317182_ANIE202317182 webofscience_primary_001139618400001 proquest_miscellaneous_2907195876 pubmed_primary_38150406 crossref_citationtrail_10_1002_anie_202317182 proquest_journals_2922284512 crossref_primary_10_1002_anie_202317182
PublicationCentury	2000
PublicationDate	February 12, 2024
PublicationDateYYYYMMDD	2024-02-12
PublicationDate_xml	– month: 02 year: 2024 text: February 12, 2024 day: 12
PublicationDecade	2020
PublicationPlace	WEINHEIM
PublicationPlace_xml	– name: WEINHEIM – name: Germany – name: Weinheim
PublicationTitle	Angewandte Chemie International Edition
PublicationTitleAbbrev	ANGEW CHEM INT EDIT
PublicationTitleAlternate	Angew Chem Int Ed Engl
PublicationYear	2024
Publisher	Wiley Wiley Subscription Services, Inc
Publisher_xml	– name: Wiley – name: Wiley Subscription Services, Inc
References	2010; 12 2018; 361 2004; 126 1991; 56 1984; 25 2023; 6 2023; 145 1989; 111 2020; 59 2000; 2 2018; 83 2009; 48 2023; 62 2013; 15 2015; 137 2004; 37 2014; 16 2003; 46 2007; 9 2019; 119 2003; 125 1838; 25 2006; 128 2016; 351 2022; 125 2014; 53 2004; 43 2001; 123 2009; 65 2018; 140 2013; 49 1960; 14 2020; 85 1991; 32 2013; 42 1956; 78 2016; 52 2005 1975; 75 2003 1985; 107 2022; 87 2021; 143 2019; 141 2005; 44 2017; 139 2016; 55 2021; 57 2009; 74 2012; 112 2013; 78 2017; 56 2022; 12 2019 2011; 44 2015 2018; 51 2000; 100 2011; 47 2022; 2 2009; 109 2012; 41 2022; 19 e_1_2_3_50_2 e_1_2_3_71_1 e_1_2_3_90_1 e_1_2_3_2_1 e_1_2_3_39_1 e_1_2_3_4_2 e_1_2_3_16_2 e_1_2_3_37_2 e_1_2_3_18_1 e_1_2_3_56_2 e_1_2_3_58_1 e_1_2_3_79_2 e_1_2_3_8_2 e_1_2_3_12_2 e_1_2_3_77_2 e_1_2_3_6_2 e_1_2_3_14_2 e_1_2_3_35_2 e_1_2_3_52_2 e_1_2_3_33_1 e_1_2_3_54_2 e_1_2_3_73_2 e_1_2_3_10_2 e_1_2_3_31_2 e_1_2_3_75_1 e_1_2_3_60_2 e_1_2_3_83_1 e_1_2_3_81_2 e_1_2_3_49_2 e_1_2_3_28_2 e_1_2_3_22_2 e_1_2_3_45_2 e_1_2_3_68_2 e_1_2_3_24_2 e_1_2_3_47_2 e_1_2_3_66_2 e_1_2_3_26_1 e_1_2_3_89_1 e_1_2_3_41_2 e_1_2_3_87_2 e_1_2_3_20_2 e_1_2_3_43_2 e_1_2_3_62_2 e_1_2_3_64_1 e_1_2_3_85_1 e_1_2_3_72_2 e_1_2_3_51_1 e_1_2_3_70_2 e_1_2_3_91_1 e_1_2_3_1_1 e_1_2_3_19_2 e_1_2_3_5_2 e_1_2_3_15_2 e_1_2_3_38_2 e_1_2_3_3_2 e_1_2_3_17_2 e_1_2_3_9_2 e_1_2_3_34_2 e_1_2_3_59_1 e_1_2_3_7_2 e_1_2_3_13_2 e_1_2_3_36_1 e_1_2_3_57_2 e_1_2_3_78_2 e_1_2_3_30_2 e_1_2_3_76_2 e_1_2_3_32_2 e_1_2_3_55_1 e_1_2_3_11_1 e_1_2_3_53_2 e_1_2_3_74_2 e_1_2_3_84_1 e_1_2_3_61_2 e_1_2_3_82_2 e_1_2_3_80_2 e_1_2_3_27_2 e_1_2_3_48_2 e_1_2_3_29_2 e_1_2_3_46_1 e_1_2_3_23_2 e_1_2_3_44_2 e_1_2_3_69_2 e_1_2_3_25_1 e_1_2_3_67_2 e_1_2_3_42_1 e_1_2_3_65_1 e_1_2_3_88_1 e_1_2_3_40_2 e_1_2_3_86_2 e_1_2_3_63_1 e_1_2_3_21_2 He, YP (WOS:000956183100001) 2023; 62 RUBIN, MB (WOS:A1975W036400002) 1975; 75 Liebig, J. (001139618400001.28) 1838; 25 Smith, AB (WOS:000289129400003) 2011; 44 WASSERMAN, HH (WOS:A1989R647200059) 1989; 111 Williams, RM (WOS:000185784700034) 2003; 125 Wang, BM (WOS:000297483100007) 2011; 44 Uraguchi, D (WOS:000221135400011) 2004; 126 Wu, H (WOS:000526818900046) 2020; 59 WASSERMAN, HH (WOS:A1985ADB5900074) 1985; 107 Gashaw, A (WOS:000717892100001) 2022; 19 Cioc, RC (WOS:000336836100003) 2014; 16 Zhang, J (WOS:000444513300032) 2018; 361 Zhu, JP (WOS:000182125100001) 2003; 2003 Yue, T (WOS:000269361300033) 2009; 48 Huang, J (WOS:000251614900004) 2007; 9 Sun, X (WOS:000334823600014) 2014; 16 Tian, D (WOS:001090271700001) 2023; 62 DOERING, WVE (WOS:A1956WB84500060) 1956; 78 FISHER, MJ (WOS:A1991FH23800055) 1991; 56 Gouault, N (WOS:000268480300069) 2009; 74 Mamedov, VA (WOS:000562073600039) 2020; 85 Touré, BB (WOS:000269773600017) 2009; 109 Ali, C (WOS:000821381700001) 2022; 12 Yan, RL (WOS:000330159700064) 2013; 15 WASSERMAN, HH (WOS:A1991GL92600051) 1991; 32 WASSERMAN, HH (WOS:A1984TE77700026) 1984; 25 (WOS:000385229200022) 2015 Panda, S (WOS:000447953600021) 2018; 140 Liu, SX (WOS:001010448500001) 2023; 145 Lovinger, GJ (WOS:000395493400049) 2017; 139 Smith, AB (WOS:000182709200008) 2003; 46 Spina, R (WOS:000316375300054) 2013; 78 Brauch, S (WOS:000319527400008) 2013; 42 Kim, I (WOS:000278062600015) 2010; 12 Ramón, DJ (WOS:000227684200008) 2005; 44 Capel, E (WOS:000734498800001) 2022; 87 He, YP (WOS:000655254100016) 2021; 143 Wang, Q (WOS:000432418000030) 2018; 51 Truong, PM (WOS:000337095900027) 2014; 53 Chierchia, M (WOS:000410810600035) 2017; 56 Zhang, J (WOS:000364727600010) 2015; 137 Rubin, MB (WOS:000085935800007) 2000; 100 Smith, AB (WOS:000088039800016) 2000; 2 Wu, H (WOS:000389224000043) 2016; 55 Sha, Q (WOS:000445713000058) 2018; 83 Overman, LE (WOS:000268645600002) 2009; 65 Pearson, WH (WOS:000169835300041) 2001; 123 Sha, Q (WOS:000366856900016) 2016; 52 Novak, AJE (WOS:000489001500010) 2019; 141 Zhang, ZJ (WOS:000330159700050) 2013; 15 de Graaff, C (WOS:000303320400017) 2012; 41 WASSERMAN, HH (WOS:A1984TE77700025) 1984; 25 Wasserman, HH (WOS:000224008700006) 2004; 37 SELMAN, S (WOS:A1960WW69000001) 1960; 14 Clayden, J (WOS:000289155700003) 2011; 47 Cao, JX (WOS:000918070500001) 2022; 125 Nakashima, D (WOS:000239278600026) 2006; 128 Wang, ZK (WOS:000313663900018) 2013; 49 Burke, AJ (WOS:000627549600001) 2021; 57 Li, XZ (WOS:001080801900001) 2023; 6 Dömling, A (WOS:000305108600002) 2012; 112 Yue, T (WOS:000271113400048) 2009; 74 Wu, H (WOS:000461215300001) 2019; 2019 Wu, P (WOS:000492802500005) 2019; 119 Panda, S (WOS:000400802300005) 2017; 139 Felber, JG (WOS:000886599100001) 2022; 2 (WOS:000298281500015) 2005 Wang, P (WOS:000353177100009) 2015; 137 Das, KK (WOS:000608997100002) 2021; 57 Akiyama, T (WOS:000220389600023) 2004; 43 Zhang, L (WOS:000367364200044) 2016; 351 Satyanarayana, T (WOS:000262539800004) 2009; 48
References_xml	– volume: 119 start-page: 11245 year: 2019 end-page: 11290 publication-title: Chem. Rev. – start-page: 1964 year: 2019 end-page: 1980 publication-title: Eur. J. Org. Chem. – volume: 25 start-page: 1 year: 1838 end-page: 31 publication-title: Ann. Pharm. – volume: 52 start-page: 108 year: 2016 end-page: 111 publication-title: Chem. Commun. – volume: 123 start-page: 6724 year: 2001 end-page: 6725 publication-title: J. Am. Chem. Soc. – volume: 16 start-page: 2126 year: 2014 end-page: 2129 publication-title: Org. Lett. – volume: 53 start-page: 6468 year: 2014 end-page: 6472 publication-title: Angew. Chem. Int. Ed. – volume: 139 start-page: 3153 year: 2017 end-page: 3160 publication-title: J. Am. Chem. Soc. – volume: 48 start-page: 6717 year: 2009 end-page: 6721 publication-title: Angew. Chem. Int. Ed. – volume: 57 start-page: 2585 year: 2021 end-page: 2590 publication-title: Chem. Commun. – year: 2005 – volume: 137 start-page: 4626 year: 2015 end-page: 4629 publication-title: J. Am. Chem. Soc. – volume: 19 start-page: 1593 year: 2022 end-page: 1611 publication-title: J. Iran. Chem. Soc. – volume: 44 start-page: 1207 year: 2011 end-page: 1222 publication-title: Acc. Chem. Res. – volume: 56 start-page: 2900 year: 1991 end-page: 2907 publication-title: J. Org. Chem. – volume: 49 start-page: 1309 year: 2013 end-page: 1311 publication-title: Chem. Commun. – volume: 62 year: 2023 publication-title: Angew. Chem. Int. Ed. – volume: 78 start-page: 2698 year: 2013 end-page: 2702 publication-title: J. Org. Chem. – volume: 55 start-page: 15411 year: 2016 end-page: 15414 publication-title: Angew. Chem. Int. Ed. – volume: 57 start-page: 441 year: 2021 end-page: 459 publication-title: Chem. Commun. – volume: 43 start-page: 1566 year: 2004 end-page: 1568 publication-title: Angew. Chem. Int. Ed. – volume: 139 start-page: 6038 year: 2017 end-page: 6041 publication-title: J. Am. Chem. Soc. – volume: 125 year: 2022 publication-title: Tetrahedron – volume: 42 start-page: 4948 year: 2013 end-page: 4962 publication-title: Chem. Soc. Rev. – volume: 9 start-page: 5345 year: 2007 end-page: 5348 publication-title: Org. Lett. – volume: 32 start-page: 6039 year: 1991 end-page: 6042 publication-title: Tetrahedron Lett. – volume: 83 start-page: 11288 year: 2018 end-page: 11297 publication-title: J. Org. Chem. – volume: 126 start-page: 5356 year: 2004 end-page: 5357 publication-title: J. Am. Chem. Soc. – volume: 15 start-page: 4876 year: 2013 end-page: 4879 publication-title: Org. Lett. – volume: 44 start-page: 1602 year: 2005 end-page: 1634 publication-title: Angew. Chem. Int. Ed. – year: 2015 – volume: 6 start-page: 216 year: 2023 publication-title: Commun. Chem. – volume: 47 start-page: 4624 year: 2011 end-page: 4639 publication-title: Chem. Commun. – volume: 56 start-page: 11870 year: 2017 end-page: 11874 publication-title: Angew. Chem. Int. Ed. – volume: 74 start-page: 5614 year: 2009 end-page: 5617 publication-title: J. Org. Chem. – volume: 128 start-page: 9626 year: 2006 end-page: 9627 publication-title: J. Am. Chem. Soc. – volume: 141 start-page: 15515 year: 2019 end-page: 15518 publication-title: J. Am. Chem. Soc. – volume: 15 start-page: 4822 year: 2013 end-page: 4825 publication-title: Org. Lett. – volume: 87 start-page: 693 year: 2022 end-page: 707 publication-title: J. Org. Chem. – volume: 145 start-page: 12802 year: 2023 end-page: 12811 publication-title: J. Am. Chem. Soc. – volume: 112 start-page: 3083 year: 2012 end-page: 3135 publication-title: Chem. Rev. – volume: 125 start-page: 12172 year: 2003 end-page: 12178 publication-title: J. Am. Chem. Soc. – volume: 100 start-page: 1121 year: 2000 end-page: 1164 publication-title: Chem. Rev. – start-page: 1133 year: 2003 end-page: 1144 publication-title: Eur. J. Org. Chem. – volume: 46 start-page: 1831 year: 2003 end-page: 1844 publication-title: J. Med. Chem. – volume: 2 start-page: 2636 year: 2022 end-page: 2644 publication-title: JACS Au – volume: 16 start-page: 2958 year: 2014 end-page: 2975 publication-title: Green Chem. – volume: 140 start-page: 13242 year: 2018 end-page: 13252 publication-title: J. Am. Chem. Soc. – volume: 37 start-page: 687 year: 2004 end-page: 701 publication-title: Acc. Chem. Res. – volume: 25 start-page: 3747 year: 1984 end-page: 3750 publication-title: Tetrahedron Lett. – volume: 137 start-page: 14039 year: 2015 end-page: 14042 publication-title: J. Am. Chem. Soc. – volume: 78 start-page: 5938 year: 1956 end-page: 5942 publication-title: J. Am. Chem. Soc. – volume: 65 start-page: 6432 year: 2009 end-page: 6446 publication-title: Tetrahedron – volume: 12 start-page: 2500 year: 2010 end-page: 2503 publication-title: Org. Lett. – volume: 14 start-page: 221 year: 1960 end-page: 235 publication-title: Q. Rev. Chem. Soc. – volume: 111 start-page: 371 year: 1989 end-page: 372 publication-title: J. Am. Chem. Soc. – volume: 361 year: 2018 publication-title: Science – volume: 44 start-page: 180 year: 2011 end-page: 193 publication-title: Acc. Chem. Res. – volume: 107 start-page: 1444 year: 1985 end-page: 1446 publication-title: J. Am. Chem. Soc. – volume: 59 start-page: 7261 year: 2020 end-page: 7265 publication-title: Angew. Chem. Int. Ed. – volume: 41 start-page: 3969 year: 2012 end-page: 4009 publication-title: Chem. Soc. Rev. – volume: 85 start-page: 9887 year: 2020 end-page: 9904 publication-title: J. Org. Chem. – volume: 351 start-page: 70 year: 2016 end-page: 74 publication-title: Science – volume: 109 start-page: 4439 year: 2009 end-page: 4486 publication-title: Chem. Rev. – volume: 51 start-page: 1290 year: 2018 end-page: 1300 publication-title: Acc. Chem. Res. – volume: 12 start-page: 5776 year: 2022 end-page: 5785 publication-title: ACS Catal. – volume: 143 start-page: 7320 year: 2021 end-page: 7325 publication-title: J. Am. Chem. Soc. – volume: 25 start-page: 3743 year: 1984 end-page: 3746 publication-title: Tetrahedron Lett. – volume: 75 start-page: 177 year: 1975 end-page: 202 publication-title: Chem. Rev. – volume: 74 start-page: 8396 year: 2009 end-page: 8399 publication-title: J. Org. Chem. – volume: 48 start-page: 456 year: 2009 end-page: 494 publication-title: Angew. Chem. Int. Ed. – volume: 2 start-page: 2041 year: 2000 end-page: 2044 publication-title: Org. Lett. – ident: e_1_2_3_18_1 – ident: e_1_2_3_63_1 doi: 10.1021/jm0204587 – ident: e_1_2_3_51_1 – ident: e_1_2_3_48_2 doi: 10.1021/jacs.1c03915 – ident: e_1_2_3_65_1 – ident: e_1_2_3_35_2 doi: 10.1021/ja01603a060 – ident: e_1_2_3_32_2 doi: 10.1002/anie.201706719 – ident: e_1_2_3_90_1 doi: 10.1002/anie.201609911 – ident: e_1_2_3_15_2 doi: 10.1002/ejoc.201801799 – ident: e_1_2_3_41_2 doi: 10.1039/D0CC07905G – ident: e_1_2_3_53_2 doi: 10.1021/acs.joc.8b01887 – ident: e_1_2_3_12_2 doi: 10.1002/9781118939901 – ident: e_1_2_3_68_2 doi: 10.1039/c2cc38473f – ident: e_1_2_3_28_2 doi: 10.1126/science.aad6080 – ident: e_1_2_3_26_1 – ident: e_1_2_3_11_1 – ident: e_1_2_3_61_2 doi: 10.1021/ja036713 – ident: e_1_2_3_29_2 doi: 10.1021/jacs.6b12663 – ident: e_1_2_3_42_1 – ident: e_1_2_3_20_2 doi: 10.1002/ejoc.200390167 – ident: e_1_2_3_19_2 doi: 10.1021/acs.accounts.8b00105 – ident: e_1_2_3_88_1 doi: 10.1021/acscatal.2c00783 – ident: e_1_2_3_1_1 doi: 10.1002/3527605118 – ident: e_1_2_3_75_1 – ident: e_1_2_3_72_2 doi: 10.1021/ol005931u – ident: e_1_2_3_59_1 – ident: e_1_2_3_16_2 doi: 10.1039/c1cc00049g – ident: e_1_2_3_50_2 doi: 10.1002/anie.202313797 – ident: e_1_2_3_76_2 doi: 10.1021/cr60294a002 – ident: e_1_2_3_83_1 – ident: e_1_2_3_14_2 doi: 10.1021/ar200082p – ident: e_1_2_3_78_2 doi: 10.1016/0040-4039(84)80121-5 – ident: e_1_2_3_8_2 doi: 10.1039/C4GC00013G – ident: e_1_2_3_31_2 doi: 10.1021/jacs.8b06629 – ident: e_1_2_3_54_2 doi: 10.1016/j.tet.2022.133038 – ident: e_1_2_3_64_1 doi: 10.1021/jacsau.2c00448 – ident: e_1_2_3_69_2 doi: 10.1021/ol1006778 – ident: e_1_2_3_2_1 – ident: e_1_2_3_10_2 doi: 10.1007/s13738-021-02435-1 – ident: e_1_2_3_62_2 doi: 10.1021/ar1001186 – ident: e_1_2_3_45_2 doi: 10.1038/s42004-023-01016-y – ident: e_1_2_3_70_2 doi: 10.1021/ol702362n – ident: e_1_2_3_34_2 doi: 10.1002/jlac.18380250102 – ident: e_1_2_3_85_1 – ident: e_1_2_3_46_1 – ident: e_1_2_3_49_2 doi: 10.1002/anie.202217954 – ident: e_1_2_3_71_1 – ident: e_1_2_3_6_2 doi: 10.1039/c2cs15361k – ident: e_1_2_3_84_1 doi: 10.1021/acs.joc.1c02699 – ident: e_1_2_3_57_2 doi: 10.1021/ja0491533 – ident: e_1_2_3_67_2 doi: 10.1021/ol4022222 – ident: e_1_2_3_73_2 doi: 10.1021/jo900693a – ident: e_1_2_3_9_2 doi: 10.1021/acs.chemrev.9b00214 – ident: e_1_2_3_27_2 doi: 10.1039/D0CC06460B – ident: e_1_2_3_13_2 doi: 10.1016/j.tet.2009.05.067 – ident: e_1_2_3_3_2 doi: 10.1002/anie.200460548 – ident: e_1_2_3_89_1 doi: 10.1002/anie.201402233 – ident: e_1_2_3_60_2 doi: 10.1021/ja016007d – ident: e_1_2_3_30_2 doi: 10.1021/jacs.7b01410 – ident: e_1_2_3_58_1 doi: 10.1021/ja062508t – ident: e_1_2_3_44_2 doi: 10.1039/C5CC07780J – ident: e_1_2_3_66_2 doi: 10.1021/ol500546p – ident: e_1_2_3_21_2 doi: 10.1002/anie.200902385 – ident: e_1_2_3_82_2 doi: 10.1021/ar0300221 – ident: e_1_2_3_52_2 doi: 10.1016/S0040-4039(00)79459-7 – ident: e_1_2_3_22_2 doi: 10.1021/jo9017765 – ident: e_1_2_3_40_2 doi: 10.1039/qr9601400221 – ident: e_1_2_3_17_2 doi: 10.1021/acs.joc.0c01180 – ident: e_1_2_3_36_1 – ident: e_1_2_3_43_2 doi: 10.1021/jacs.5b01517 – ident: e_1_2_3_86_2 doi: 10.1002/anie.200705241 – ident: e_1_2_3_4_2 doi: 10.1021/cr800296p – ident: e_1_2_3_39_1 – ident: e_1_2_3_87_2 doi: 10.1021/jacs.3c03557 – ident: e_1_2_3_80_2 doi: 10.1021/ja00183a059 – ident: e_1_2_3_91_1 doi: 10.1021/ol402312h – ident: e_1_2_3_24_2 doi: 10.1126/science.aas8707 – ident: e_1_2_3_33_1 – ident: e_1_2_3_56_2 doi: 10.1002/anie.200353240 – ident: e_1_2_3_25_1 – ident: e_1_2_3_38_2 doi: 10.1021/jo00008a055 – ident: e_1_2_3_7_2 doi: 10.1039/c3cs35505e – ident: e_1_2_3_79_2 doi: 10.1021/ja00291a074 – ident: e_1_2_3_55_1 – ident: e_1_2_3_81_2 doi: 10.1021/cr960079j – ident: e_1_2_3_37_2 doi: 10.1021/jacs.9b08892 – ident: e_1_2_3_47_2 doi: 10.1002/anie.202001258 – ident: e_1_2_3_77_2 doi: 10.1016/0040-4039(84)80120-3 – ident: e_1_2_3_5_2 doi: 10.1021/cr100233r – ident: e_1_2_3_23_2 doi: 10.1021/jacs.5b09117 – ident: e_1_2_3_74_2 doi: 10.1021/jo302474r – volume: 109 start-page: 4439 year: 2009 ident: WOS:000269773600017 article-title: Natural Product Synthesis Using Multicomponent Reaction Strategies publication-title: CHEMICAL REVIEWS doi: 10.1021/cr800296p – volume: 48 start-page: 456 year: 2009 ident: WOS:000262539800004 article-title: Nonlinear Effects In Asymmetric Catalysis publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200705241 – volume: 42 start-page: 4948 year: 2013 ident: WOS:000319527400008 article-title: Higher-order multicomponent reactions: beyond four reactants publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/c3cs35505e – volume: 53 start-page: 6468 year: 2014 ident: WOS:000337095900027 article-title: Highly Enantioselective Carbonyl-Ene Reactions of 2,3-Diketoesters: Efficient and Atom-Economical Process to Functionalized Chiral α-Hydroxy-β-Ketoesters publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201402233 – volume: 139 start-page: 6038 year: 2017 ident: WOS:000400802300005 article-title: Palladium Catalyzed Asymmetric Three-Component Coupling of Boronic Esters, Indoles, and Allylic Acetates publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.7b01410 – volume: 2 start-page: 2636 year: 2022 ident: WOS:000886599100001 article-title: 40 Years of Duocarmycins: A Graphical Structure/Function Review o Their Chemical Evolution, from SAR to Prodrugs and ADCs publication-title: JACS AU doi: 10.1021/jacsau.2c00448 – volume: 119 start-page: 11245 year: 2019 ident: WOS:000492802500005 article-title: Reactivity and Synthetic Applications of Multicomponent Petasis Reactions publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.9b00214 – volume: 49 start-page: 1309 year: 2013 ident: WOS:000313663900018 article-title: Cu(II)-catalyzed cyclization of α-diazo-β-oxoamides with amines leading to pyrrol-3(2H)-ones publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c2cc38473f – volume: 125 start-page: 12172 year: 2003 ident: WOS:000185784700034 article-title: Asymmetric, stereocontrolled total synthesis of paraherquamide A publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja036713+ – volume: 12 start-page: 2500 year: 2010 ident: WOS:000278062600015 article-title: Expeditious Synthesis of Highly Substituted Indolizinones via a Palladium-Catalyzed Domino Sequence publication-title: ORGANIC LETTERS doi: 10.1021/ol1006778 – volume: 112 start-page: 3083 year: 2012 ident: WOS:000305108600002 article-title: Chemistry and Biology Of Multicomponent Reactions publication-title: CHEMICAL REVIEWS doi: 10.1021/cr100233r – volume: 74 start-page: 5614 year: 2009 ident: WOS:000268480300069 article-title: Synthesis of Substituted Pyrrolin-4-ones from Amino Acids in Mild Conditions via a Gold-Catalyzed Approach publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo900693a – volume: 78 start-page: 5938 year: 1956 ident: WOS:A1956WB84500060 article-title: THE BENZILIC ESTER REARRANGEMENT publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 44 start-page: 180 year: 2011 ident: WOS:000289129400003 article-title: Pyrrolinone-Based Peptidomimetics. "Let the Enzyme or Receptor be the Judge" publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar1001186 – volume: 12 start-page: 5776 year: 2022 ident: WOS:000821381700001 article-title: Kinetic Rationalization of Nonlinear Effects in Asymmetric Catalytic Cascade Reactions under Curtin-Hammett Conditions publication-title: ACS CATALYSIS doi: 10.1021/acscatal.2c00783 – volume: 41 start-page: 3969 year: 2012 ident: WOS:000303320400017 article-title: Recent developments in asymmetric multicomponent reactions publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/c2cs15361k – volume: 100 start-page: 1121 year: 2000 ident: WOS:000085935800007 article-title: The chemistry of vicinal polycarbonyl compounds publication-title: CHEMICAL REVIEWS – volume: 19 start-page: 1593 year: 2022 ident: WOS:000717892100001 article-title: Recent progress on asymmetric multicomponent reactions via chiral phosphoric acid catalysis publication-title: JOURNAL OF THE IRANIAN CHEMICAL SOCIETY doi: 10.1007/s13738-021-02435-1 – volume: 2 start-page: 2041 year: 2000 ident: WOS:000088039800016 article-title: Synthesis of polypyrrolinones on solid support publication-title: ORGANIC LETTERS doi: 10.1021/ol005931u – volume: 65 start-page: 6432 year: 2009 ident: WOS:000268645600002 article-title: Molecular rearrangements in the construction of complex molecules publication-title: TETRAHEDRON doi: 10.1016/j.tet.2009.05.067 – volume: 361 start-page: 1087 year: 2018 ident: WOS:000444513300032 article-title: Asymmetric phosphoric acid-catalyzed four-component Ugi reaction publication-title: SCIENCE doi: 10.1126/science.aas8707 – volume: 16 start-page: 2958 year: 2014 ident: WOS:000336836100003 article-title: Multicomponent reactions: advanced tools for sustainable organic synthesis publication-title: GREEN CHEMISTRY doi: 10.1039/c4gc00013g – volume: 51 start-page: 1290 year: 2018 ident: WOS:000432418000030 article-title: Still Unconquered: Enantioselective Passerini and Ugi Multicomponent Reactions publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/acs.accounts.8b00105 – volume: 16 start-page: 2126 year: 2014 ident: WOS:000334823600014 article-title: H2O2-Promoted Reactions of Aliphatic Primary Amines with 1,3-Diketones for the Synthesis of 1H-Pyrrol-3(2H)-ones at Ambient Temperature in Water publication-title: ORGANIC LETTERS doi: 10.1021/ol500546p – volume: 351 start-page: 70 year: 2016 ident: WOS:000367364200044 article-title: Catalytic conjunctive cross-coupling enabled by metal-induced metallate rearrangement publication-title: SCIENCE doi: 10.1126/science.aad6080 – volume: 25 start-page: 3743 year: 1984 ident: WOS:A1984TE77700025 article-title: VICINAL TRICARBONYL PRODUCTS FROM SINGLET OXYGEN REACTIONS - APPLICATION TO THE SYNTHESIS OF CARBACEPHAMS publication-title: TETRAHEDRON LETTERS – volume: 56 start-page: 11870 year: 2017 ident: WOS:000410810600035 article-title: Nickel-Catalyzed Enantioselective Conjunctive Cross-Coupling of 9-BBN Borates publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201706719 – volume: 128 start-page: 9626 year: 2006 ident: WOS:000239278600026 article-title: Design of chiral N-triflyl phosphoramide as a strong chiral Bronsted acid and its application to asymmetric Diels-Alder reaction publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja062508t – volume: 62 year: 2023 ident: WOS:001090271700001 article-title: Catalytic Enantioselective Biltz Synthesis publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202313797 – volume: 32 start-page: 6039 year: 1991 ident: WOS:A1991GL92600051 article-title: BENZILIC ACID REARRANGEMENTS IN THE REACTIONS OF ARYL VICINAL TRICARBONYL DERIVATIVES WITH ALDEHYDE SCHIFF-BASES publication-title: TETRAHEDRON LETTERS – volume: 2019 start-page: 1964 year: 2019 ident: WOS:000461215300001 article-title: Recent Advances in Catalytic Enantioselective Rearrangement publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.201801799 – volume: 123 start-page: 6724 year: 2001 ident: WOS:000169835300041 article-title: Total synthesis of the Kopsia lapidilecta alkaloid (±)-lapidilectine B publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 15 start-page: 4876 year: 2013 ident: WOS:000330159700064 article-title: Aerobic Synthesis of Substituted Quinoline from Aldehyde and Aniline: Copper-Catalyzed Intermolecular C-H Active and C-C Formative Cyclization publication-title: ORGANIC LETTERS doi: 10.1021/ol402312h – volume: 57 start-page: 2585 year: 2021 ident: WOS:000627549600001 article-title: Stereoselective benzilic acid rearrangements: new advances on an old story publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/d0cc07905g – volume: 111 start-page: 371 year: 1989 ident: WOS:A1989R647200059 article-title: THE CHEMISTRY OF VICINAL TRICARBONYLS - A STABLE VINYL TRICARBONYL HYDRATE AS A DIELECTROPHILE AND TRIELECTROPHILE publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 57 start-page: 441 year: 2021 ident: WOS:000608997100002 article-title: Transition metal catalyzed asymmetric multicomponent reactions of unsaturated compounds using organoboron reagents publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/d0cc06460b – volume: 141 start-page: 15515 year: 2019 ident: WOS:000489001500010 article-title: A Biomimetic Synthesis Elucidates the Origin of Preuisolactone A publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.9b08892 – volume: 25 start-page: 1 year: 1838 ident: 001139618400001.28 publication-title: Ann. Pharm – volume: 43 start-page: 1566 year: 2004 ident: WOS:000220389600023 article-title: Enantioselective Mannich-type reaction catalyzed by a chiral Bronsted acid publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200353240 – volume: 2003 start-page: 1133 year: 2003 ident: WOS:000182125100001 article-title: Recent developments in the isonitrile-based multicomponent synthesis of heterocycles publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY – volume: 107 start-page: 1444 year: 1985 ident: WOS:A1985ADB5900074 article-title: PENEM SYNTHESIS THROUGH C3-N RING-CLOSURE OF A BETA-LACTAM PRECURSOR publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 14 start-page: 221 year: 1960 ident: WOS:A1960WW69000001 article-title: BENZILIC ACID AND RELATED REARRANGEMENTS publication-title: QUARTERLY REVIEWS – volume: 140 start-page: 13242 year: 2018 ident: WOS:000447953600021 article-title: Tandem Allylation/1,2-Boronate Rearrangement for the Asymmetric Synthesis of Indolines with Adjacent Quaternary Stereocenters publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.8b06629 – volume: 56 start-page: 2900 year: 1991 ident: WOS:A1991FH23800055 article-title: ON THE REMARKABLE PROPENSITY FOR CARBON CARBON BOND-CLEAVAGE REACTIONS IN THE C8-C10 REGION OF FK-506 publication-title: JOURNAL OF ORGANIC CHEMISTRY – volume: 125 start-page: ARTN 133038 year: 2022 ident: WOS:000918070500001 article-title: Facile three-component reactions for the synthesis of N-unsubstituted 1H-pyrrol-3(2H)-ones and base induced divergent N-H and C-C bond derivatizations publication-title: TETRAHEDRON doi: 10.1016/j.tet.2022.133038 – volume: 85 start-page: 9887 year: 2020 ident: WOS:000562073600039 article-title: Acid-Catalyzed Multicomponent Rearrangements via 2-((Quinoxalin-3(4H)-on-2-yl)(aryl)methylene)malononitriles, Generated In Situ, for Divergent Synthesis of Pyrroles with Different Substitution Patterns publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.0c01180 – volume: 44 start-page: 1602 year: 2005 ident: WOS:000227684200008 article-title: Asymmetric multicomponent reactions (AMCRs):: The new frontier publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200460548 – volume: 78 start-page: 2698 year: 2013 ident: WOS:000316375300054 article-title: Synthesis of Pyrrolin-4-ones by Pt-Catalyzed Cycloisomerization in PEG under Microwaves publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo302474r – volume: 87 start-page: 693 year: 2022 ident: WOS:000734498800001 article-title: Absence of Intermediates in the BINOL-Derived Mg(II)/Phosphate-Catalyzed Desymmetrizative Ring Expansion of 1-Vinylcyclobutanols publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.1c02699 – volume: 15 start-page: 4822 year: 2013 ident: WOS:000330159700050 article-title: Cu(TFA)2-Catalyzed Oxidative Tandem Cyclization/1,2-Alkyl Migration of Enamino Amides for Synthesis of Pyrrolin-4-ones publication-title: ORGANIC LETTERS doi: 10.1021/ol4022222 – volume: 55 start-page: 15411 year: 2016 ident: WOS:000389224000043 article-title: Organocatalytic Enantioselective Vinylogous Pinacol Rearrangement Enabled by Chiral Ion Pairing publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201609911 – volume: 143 start-page: 7320 year: 2021 ident: WOS:000655254100016 article-title: Catalytic Enantioselective Synthesis of Morpholinones Enabled by Aza-Benzilic Ester Rearrangement publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.1c03915 – volume: 6 start-page: ARTN 216 year: 2023 ident: WOS:001080801900001 article-title: Zinc chloride-catalyzed cyclizative 1,2-rearrangement enables facile access to morpholinones bearing aza-quaternary carbons publication-title: COMMUNICATIONS CHEMISTRY doi: 10.1038/s42004-023-01016-y – volume: 145 start-page: 12802 year: 2023 ident: WOS:001010448500001 article-title: Asymmetric Synthesis of Remotely Chiral Naphthols and Naphthylamines via Naphthoquinone Methides publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.3c03557 – volume: 75 start-page: 177 year: 1975 ident: WOS:A1975W036400002 article-title: CHEMISTRY OF VICINAL POLYKETONES publication-title: CHEMICAL REVIEWS – volume: 37 start-page: 687 year: 2004 ident: WOS:000224008700006 article-title: The chemistry of vicinal tricarbonyls and related systems publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar0300221 – volume: 83 start-page: 11288 year: 2018 ident: WOS:000445713000058 article-title: Synthesis of 1H-Pyrrol-3(2H)-ones via Three-Component Reactions of 2,3-Diketo Esters, Amines, and Ketones publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.8b01887 – volume: 74 start-page: 8396 year: 2009 ident: WOS:000271113400048 article-title: Catalytic Asymmetric Passerini-Type Reaction: Chiral Aluminum-Organophosphate-Catalyzed Enantioselective α-Addition of Isocyanides to Aldehydes publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo9017765 – volume: 137 start-page: 4626 year: 2015 ident: WOS:000353177100009 article-title: Asymmetric 1,2-Perfluoroalkyl Migration: Easy Access to Enantioenriched α-Hydroxy-α-perfluoroalkyl Esters publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.5b01517 – volume: 46 start-page: 1831 year: 2003 ident: WOS:000182709200008 article-title: Design, synthesis, and biological evaluation of monopyrrolinone-based HIV-1 protease inhibitors publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm0204587 – volume: 47 start-page: 4624 year: 2011 ident: WOS:000289155700003 article-title: Quaternary centres bearing nitrogen (α-tertiary amines) as products of molecular rearrangements publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c1cc00049g – volume: 126 start-page: 5356 year: 2004 ident: WOS:000221135400011 article-title: Chiral Bronsted acid-catalyzed direct Mannich reactions via electrophilic activation publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja0491533 – volume: 139 start-page: 3153 year: 2017 ident: WOS:000395493400049 article-title: Pd-Catalyzed Conjunctive Cross -Coupling between Grignard-Derived Boron "Ate" Complexes and C(sp2) Halides or Triflates: NaOTf as a Grignard Activator and Halide Scavenger publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.6b12663 – start-page: 1 year: 2015 ident: WOS:000385229200022 article-title: Molecular Rearrangements in Organic Synthesis publication-title: MOLECULAR REARRANGEMENTS IN ORGANIC SYNTHESIS doi: 10.1002/9781118939901 – volume: 9 start-page: 5345 year: 2007 ident: WOS:000251614900004 article-title: Efficient synthesis of highly substituted pyrrolin-4-ones via PIFA-mediated cyclization reactions of enaminones publication-title: ORGANIC LETTERS doi: 10.1021/ol702362n – volume: 52 start-page: 108 year: 2016 ident: WOS:000366856900016 article-title: Asymmetric synthesis of 1H-pyrrol-3(2H)-ones from 2,3-diketoesters by combination of aldol condensation with benzilic acid rearrangement publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c5cc07780j – volume: 25 start-page: 3747 year: 1984 ident: WOS:A1984TE77700026 article-title: A SYNTHESIS OF ANTIBIOTIC (+/-)-PS-5 publication-title: TETRAHEDRON LETTERS – volume: 62 year: 2023 ident: WOS:000956183100001 article-title: Asymmetric Construction of α,α-Disubstituted Piperazinones Enabled by Benzilic Amide Rearrangement publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202217954 – volume: 44 start-page: 1207 year: 2011 ident: WOS:000297483100007 article-title: Stereoselective Construction of Quaternary Carbon Stereocenters via a Semipinacol Rearrangement Strategy publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar200082p – volume: 48 start-page: 6717 year: 2009 ident: WOS:000269361300033 article-title: Bronsted Acid Catalyzed Enantioselective Three-Component Reaction Involving the α Addition of Isocyanides to Imines publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200902385 – volume: 59 start-page: 7261 year: 2020 ident: WOS:000526818900046 article-title: Catalytic Enantioselective Benzilic Ester Rearrangement publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202001258 – volume: 137 start-page: 14039 year: 2015 ident: WOS:000364727600010 article-title: Phosphoric Acid-Catalyzed Asymmetric Classic Passerini Reaction publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.5b09117 – start-page: 1 year: 2005 ident: WOS:000298281500015 article-title: Multicomponent Reactions publication-title: MULTICOMPONENT REACTIONS doi: 10.1002/3527605118
SSID	ssj0028806
Score	2.5047455
Snippet	The 1,2‐rearrangement reaction is one of the most important approaches to construct carbon‐carbon bonds in organic synthesis. However, the development of... The 1,2-rearrangement reaction is one of the most important approaches to construct carbon-carbon bonds in organic synthesis. However, the development of...
Source	Web of Science
SourceID	proquest pubmed webofscience crossref wiley
SourceType	Aggregation Database Index Database Enrichment Source Publisher
StartPage	e202317182
SubjectTerms	1,2-Rearrangement Aldehydes Amines Asymmetry Benzilic acid Carbon Chemical synthesis Chemistry Chemistry, Multidisciplinary Enantiomers Multicomponent Reaction Organocatalysis Physical Sciences Pyrrolinones Quaternary Stereocenter Science & Technology Substrates
Title	Multicomponent Cyclizative 1,2‐Rearrangement Enabled Enantioselective Construction of 2,2‐Disubstituted Pyrrolinones
URI	https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fanie.202317182 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=001139618400001 https://www.ncbi.nlm.nih.gov/pubmed/38150406 https://www.proquest.com/docview/2922284512 https://www.proquest.com/docview/2907195876
Volume	63
WOS	001139618400001
WOSCitedRecordID	wos001139618400001
hasFullText	1
inHoldings	1
isFullTextHit
isPrint
journalDatabaseRights	– providerCode: PRVWIB databaseName: Wiley Online Library Full Collection 2020 customDbUrl: eissn: 1521-3773 dateEnd: 99991231 omitProxy: false ssIdentifier: ssj0028806 issn: 1433-7851 databaseCode: DRFUL dateStart: 19980101 isFulltext: true titleUrlDefault: https://onlinelibrary.wiley.com providerName: Wiley-Blackwell
link	http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1LS8NAEB60Cnrx_YiPEkHw4mqymzbJsdQWBSmlKPQWNskGBGnF1GJv_gR_o7_Emc3DVhFFT0nYScJmZmdmNzvfB3AsPBXSzkkmcPbBnHqimG_VIyak7anIkbF0MrIJt9Px-n2_O1XFn-FDlAtuNDK0v6YBLsP0_AM0lCqwz4j820b3ik54gaPx1iqwcNFr316Xky60z6zCSAhGRPQFcKPFz2efMBuYvmSbnwLTbC6rg1F79f_dWIOVPBE1G5nlrMOcGmzAUrPgf9uEZ12bS1vOhwOMTGZzEt3ros2xMu1T_vby2qN9vlScQCuMZktXYcV0pB2UqSbYIWHiBC1Qas1hYnJ988Vdij4r26gQm93Jo6YPIuaALbhpt26alyznaWCRcAVHDdcTjLV24vOY8OuTxKuFkbTQDlDdGhJMccn9xHat0JICM0RhO0q69SgWyhXbUKHH74IprFCFqDOFk1THx5kjxxcoF72OkjJR3ABW6CiIcgxzotK4DzL0ZR7Q5wzKz2nASSn_kKF3fCt5UKg8yEdxGnCf1scczIkMOCqbUQ30U0UO1PCJZDBJ82sYVAzYyUylfBVmQzV0kthyPG07ZTvl40JT7uifLAbYvxFr5h0n0IKRAVxb1w_dCxqdq1Z5tfeXm_ZhGc8dpslwDqCChqMOYTEaj-7SxyrMu32vmg--d3xuLy0
linkProvider	Wiley-Blackwell
linkToHtml	http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwrV1LS8NAEB6kFfTi-xGtGkHw4tpkN22aY6ktFmsRqeAtbJINFKQVW4u9-RP8jf4SZzYPrSKKeArJbhI2Mzszu5n5PoAjUVMBZU4ygasP5lRjxTyrGjIh7ZoKHRlJJyGbcLvd2u2td5VmE1ItTIIPkW-40czQ9pomOG1Il99RQ6kE-5TYv220r2iFiw7qEip58ey6ddPJV12ooEmJkRCMmOgz5EaLl2efMOuZvoSbnzzTbDCrvVFr-R_GsQJLaShq1hPdWYU5NViDhUbGALcOT7o6l5LOhwP0TWZjGt7pss2JMu0T_vr8ck2ZvlSeQHuMZlPXYUV0pBzKkabYoc7ECprh1JrD2OT65rP-CK1WkqoQmVfTB00gRNwBG9BrNXuNc5YyNbBQuIKjjKsxels79nhECPZxXKsEobRQE1DgGhRMccm92HatwJICY0RhO0q61TASyhWbUKDHb4MprEAFKDSFy1THw7UjxxcoF-2OkjJW3ACWCckPUxRzItO48xP8Ze7T5_Tzz2nAcd7_PsHv-LZnKZO5n87jkc892iFzMCoy4DBvRjHQbxU5UMNH6oNhmldBt2LAVqIr-aswHqqgmcSWo4_Kk7dTRC406Y7-zWKA_ZtujXTgBFswNoBr9fpheH69227mZzt_uekAFs57lx2_0-5e7MIiXneYpsYpQQGVSO3BfDgZ90cP--kcfAN1jDI1
linkToPdf	http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwrV1LS8NAEB6kinrx_YjPCIIX1ya7adMcpQ8sllJEwVvYJLtQKK1YFb35E_yN_hJnNg-tIop4CsluEjYzOzO7mfk-gENRUxFlTjKBqw_mVbVigVONmZBuTcWeTKSXkk343W7t-jroZdmEVAuT4kMUG240M4y9pgmubhJdfkcNpRLsE2L_dtG-ohWe9ohJpgTTjYvWVadYdaGCpiVGQjBios-RGx1ennzCpGf6Em5-8kyTwazxRq3FfxjHEixkoah9murOMkyp4QrM1XMGuFV4NNW5lHQ-GqJvsutP8cCUbT4o2z3mr88vF5TpS-UJtMdoN00dVkJHyqEcG4od6kysoDlOrT3SNjc3N_pjtFppqkJi955uDYEQcQeswWWreVk_YxlTA4uFLzjKuKrR27o64Akh2Gtdq0SxdFATUOAGFExxyQPt-k7kSIExonA9Jf1qnAjli3Uo0eM3wRZOpCIUmsJlqhfg2pHjC5SPdkdJqRW3gOVCCuMMxZzINAZhir_MQ_qcYfE5LTgq-t-k-B3f9tzJZR5m83gc8oB2yDyMiiw4KJpRDPRbRQ7V6J76YJgWVNCtWLCR6krxKoyHKmgmseXwo_IU7RSRC0O6Y36zWOD-pls9GzjBFtxZwI16_TC88LTbbhZnW3-5aR9me41W2Gl3z7dhHi97zDDj7EAJdUjtwkz8cNcf3-5lU_ANtt0xsA
openUrl	ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Multicomponent+Cyclizative+1%2C2-Rearrangement+Enabled+Enantioselective+Construction+of+2%2C2-Disubstituted+Pyrrolinones&rft.jtitle=Angewandte+Chemie+International+Edition&rft.au=Li%2C+Xing-Zi&rft.au=He%2C+Yu-Ping&rft.au=Wu%2C+Hua&rft.date=2024-02-12&rft.issn=1521-3773&rft.eissn=1521-3773&rft.volume=63&rft.issue=7&rft.spage=e202317182&rft_id=info:doi/10.1002%2Fanie.202317182&rft.externalDBID=NO_FULL_TEXT
thumbnail_l	http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1433-7851&client=summon
thumbnail_m	http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1433-7851&client=summon
thumbnail_s	http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1433-7851&client=summon