Mild, calcium catalysed Beckmann rearrangements
A mild calcium catalysed Beckmann rearrangement has been realised, which forgoes the more traditional harsh reactions conditions associated with the transformation. The catalyst system is shown to be tolerant towards a wide variety of functional groups relevant to natural product synthesis and medic...
Gespeichert in:
| Veröffentlicht in: | Chemical communications (Cambridge, England) Jg. 54; H. 6; S. 654 - 657 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Journal Article |
| Sprache: | Englisch |
| Veröffentlicht: |
CAMBRIDGE
Royal Soc Chemistry
16.01.2018
|
| Schlagworte: | |
| ISSN: | 1359-7345, 1364-548X, 1364-548X |
| Online-Zugang: | Weitere Angaben |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| Abstract | A mild calcium catalysed Beckmann rearrangement has been realised, which forgoes the more traditional harsh reactions conditions associated with the transformation. The catalyst system is shown to be tolerant towards a wide variety of functional groups relevant to natural product synthesis and medicinal chemistry and the synthetic utility of the reaction has also been investigated. A preliminary mechanistic investigation was performed to understand the nature of the incoming nucleophile and a possible reaction pathway is described. |
|---|---|
| AbstractList | A mild calcium catalysed Beckmann rearrangement has been realised, which forgoes the more traditional harsh reactions conditions associated with the transformation. The catalyst system is shown to be tolerant towards a wide variety of functional groups relevant to natural product synthesis and medicinal chemistry and the synthetic utility of the reaction has also been investigated. A preliminary mechanistic investigation was performed to understand the nature of the incoming nucleophile and a possible reaction pathway is described. A mild calcium catalysed Beckmann rearrangement has been realised, which forgoes the more traditional harsh reactions conditions associated with the transformation. The catalyst system is shown to be tolerant towards a wide variety of functional groups relevant to natural product synthesis and medicinal chemistry and the synthetic utility of the reaction has also been investigated. A preliminary mechanistic investigation was performed to understand the nature of the incoming nucleophile and a possible reaction pathway is described.A mild calcium catalysed Beckmann rearrangement has been realised, which forgoes the more traditional harsh reactions conditions associated with the transformation. The catalyst system is shown to be tolerant towards a wide variety of functional groups relevant to natural product synthesis and medicinal chemistry and the synthetic utility of the reaction has also been investigated. A preliminary mechanistic investigation was performed to understand the nature of the incoming nucleophile and a possible reaction pathway is described. |
| Author | Sechi, I. McLaughlin, M. G. Brennan, P. E. Kiely-Collins, H. J. |
| Author_xml | – sequence: 1 givenname: H. J. orcidid: 0000-0002-6258-5484 surname: Kiely-Collins fullname: Kiely-Collins, H. J. organization: Univ Oxford, Struct Genom Consortium, NDM Res Bldg,Roosevelt Dr, Oxford OX3 7FZ, England – sequence: 2 givenname: I. surname: Sechi fullname: Sechi, I. organization: Univ Oxford, Struct Genom Consortium, NDM Res Bldg,Roosevelt Dr, Oxford OX3 7FZ, England – sequence: 3 givenname: P. E. orcidid: 0000-0002-8950-7646 surname: Brennan fullname: Brennan, P. E. email: P.brennan@sgc.ox.ac.uk organization: Univ Oxford, Struct Genom Consortium, NDM Res Bldg,Roosevelt Dr, Oxford OX3 7FZ, England – sequence: 4 givenname: M. G. orcidid: 0000-0002-5999-4703 surname: McLaughlin fullname: McLaughlin, M. G. email: M.mclaughlin@mmu.ac.uk organization: Univ Oxford, Struct Genom Consortium, NDM Res Bldg,Roosevelt Dr, Oxford OX3 7FZ, England |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/29300400$$D View this record in MEDLINE/PubMed |
| BookMark | eNqN0MtKw0AUBuBBKvaiGx9AuhQ0du6XpQZvUHGj4C7MTE4lmkxqZoL07U1pde3Z_GfxceD8UzQKbQCETgm-IpiZhVfeY8MNKQ_QhDDJM8H122i7C5MpxsUYTWP8wMMQoY_QmBqGMcd4ghZPVV1ezr2tfdU3QyZbbyKU8xvwn40NYd6B7Tob3qGBkOIxOlzZOsLJPmfo9e72JX_Ils_3j_n1MvNM85RZtdKWYQu01EQyTxhnjigptaSgFXhnbAlCaMKcZAYYds6TErDHSmEh6Qyd7-6uu_arh5iKpooe6toGaPtYEKO5EtgoNtCzPe1dA2Wx7qrGdpvi98kBXOzAN7h2FX0FwcMfG0rhlGpJzLYeM2j9f51XyaaqDXnbh0R_AKOrdAg |
| CitedBy_id | crossref_primary_10_1007_s11164_019_03985_z crossref_primary_10_1080_10406638_2021_2020311 crossref_primary_10_1002_slct_202302853 crossref_primary_10_1002_ejoc_201900844 crossref_primary_10_1002_ejoc_201901537 crossref_primary_10_1016_j_cclet_2021_10_020 crossref_primary_10_1002_cctc_202401563 crossref_primary_10_1002_jccs_202000469 crossref_primary_10_1007_s10562_020_03404_8 crossref_primary_10_1002_open_202000220 crossref_primary_10_1016_j_apsb_2023_11_021 crossref_primary_10_1016_j_tetlet_2020_151859 crossref_primary_10_1039_D2NJ02755K crossref_primary_10_1055_s_0040_1705995 crossref_primary_10_1002_anie_202102353 crossref_primary_10_1055_s_0040_1705892 crossref_primary_10_1002_slct_201902811 crossref_primary_10_1002_cssc_202100225 crossref_primary_10_1016_j_tetlet_2020_151822 crossref_primary_10_1002_cssc_202001553 crossref_primary_10_1039_D5GC00958H crossref_primary_10_1002_ange_202102353 crossref_primary_10_1002_ejoc_201900231 crossref_primary_10_1039_D4QO02437K crossref_primary_10_1002_chem_201905358 |
| Cites_doi | 10.1055/s-0033-1340623 10.1021/ja8032058 10.1021/cs400009w 10.1021/ja053441x 10.1002/anie.200902902 10.1021/ol702958w 10.1021/cr9003659 10.1002/ejoc.201100231 10.1021/jo702277g 10.1002/chem.201500181 10.1021/acs.orglett.5b02593 10.1002/ejoc.201600394 10.1021/ar100101b 10.1055/s-0030-1258217 10.1021/jo025960d 10.1021/jo4008817 10.1016/j.tet.2017.03.041 10.1021/acs.orglett.6b01634 10.1021/jo070297k 10.1021/ol400341p 10.1021/acs.orglett.6b01933 10.1021/acs.joc.7b01215 10.1021/jo300419c 10.1021/acs.orglett.5b00749 10.1002/anie.200907227 10.1021/acs.orglett.5b00312 10.1016/j.tetasy.2010.03.004 10.1021/jo902461a 10.1007/s11244-014-0254-z |
| ContentType | Journal Article |
| DBID | 17B 1KM 1KN BLEPL DTL EGQ HBEAY NPM 7X8 |
| DOI | 10.1039/c7cc09491d |
| DatabaseName | Web of Knowledge Index Chemicus Current Chemical Reactions Web of Science Core Collection Science Citation Index Expanded Web of Science Primary (SCIE, SSCI & AHCI) Web of Science - Science Citation Index Expanded - 2018 PubMed MEDLINE - Academic |
| DatabaseTitle | Web of Science PubMed MEDLINE - Academic |
| DatabaseTitleList | PubMed Web of Science MEDLINE - Academic |
| 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 | no_fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 1364-548X |
| EndPage | 657 |
| ExternalDocumentID | 29300400 000422861900019 |
| Genre | Journal Article |
| GrantInformation_xml | – fundername: Lilly Canada; Eli Lilly grantid: 1097737 – fundername: Takeda; Takeda Pharmaceutical Company Ltd grantid: 1097737 – fundername: Pfizer grantid: 1097737 – fundername: Canada Foundation for Innovation; CGIAR grantid: 1097737 – fundername: GlaxoSmithKline grantid: 1097737 – fundername: Canadian Institutes for Health Research; Canadian Institutes of Health Research (CIHR) grantid: 1097737 – fundername: Janssen; Johnson & Johnson; Johnson & Johnson USA; Janssen Biotech Inc grantid: 1097737 – fundername: Ontario Ministry of Economic Development and Innovation grantid: 1097737 – fundername: Bayer; Bayer AG grantid: 1097737 – fundername: Boehringer Ingelheim grantid: 1097737 |
| GroupedDBID | --- -DZ -~X 0-7 0R~ 17B 1KM 1KN 29B 2WC 4.4 53G 5GY 6J9 705 70~ 7~J AAEMU AAFBY AAHBH AAIWI AAJAE AAMEH AANOJ AAWGC AAXHV AAXPP ABASK ABDVN ABEMK ABJNI ABPDG ABRYZ ABXOH ACBEA ACGFO ACGFS ACIWK ACLDK ACNCT ADMRA ADSRN AEFDR AENEX AENGV AESAV AETIL AFLYV AFOGI AFRDS AFRZK AFVBQ AGEGJ AGKEF AGRSR AHGCF AKMSF ALMA_UNASSIGNED_HOLDINGS ALUYA ANUXI APEMP ASKNT AUDPV AZFZN BLAPV BLEPL BSQNT C6K CS3 DTL DU5 EBS ECGLT EE0 EF- EJD F5P GGIMP GNO GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED GROUPED_WOS_WEB_OF_SCIENCE H13 HZ~ H~N IDZ IH2 J3I M4U N9A O9- P2P R56 R7B R7C R7D RAOCF RCNCU RPMJG RRA RRC RSCEA SJN SKA SKF SKH SLH TN5 TWZ UPT VH6 WH7 X7L -JG AGSTE NPM VQA 7X8 |
| ID | FETCH-LOGICAL-c384t-a7f8a30ae2d8163c1343b1766862e87ecb9ade55813b639e30bbc1de0c0770562 |
| IEDL.DBID | 7X8 |
| ISICitedReferencesCount | 41 |
| ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000422861900019 |
| ISSN | 1359-7345 1364-548X |
| IngestDate | Wed Oct 01 17:14:55 EDT 2025 Wed Feb 19 02:43:02 EST 2025 Mon Oct 27 23:28:48 EDT 2025 Fri Dec 05 22:46:43 EST 2025 |
| IsDoiOpenAccess | true |
| IsOpenAccess | true |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 6 |
| Keywords | ENANTIOSELECTIVE 1,4-ADDITION CYCLOADDITION OXIMES PRODUCT KETOXIMES LACTAMS DERIVATIVES CARBINOLS CHLORIDE AMIDES |
| Language | English |
| LinkModel | DirectLink |
| LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
| MergedId | FETCHMERGED-LOGICAL-c384t-a7f8a30ae2d8163c1343b1766862e87ecb9ade55813b639e30bbc1de0c0770562 |
| Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| ORCID | 0000-0002-6258-5484 0000-0002-8950-7646 0000-0002-5999-4703 |
| OpenAccessLink | https://pubs.rsc.org/en/content/articlepdf/2018/cc/c7cc09491d |
| PMID | 29300400 |
| PQID | 1984750973 |
| PQPubID | 23479 |
| PageCount | 4 |
| ParticipantIDs | proquest_miscellaneous_1984750973 pubmed_primary_29300400 webofscience_primary_000422861900019 webofscience_primary_000422861900019CitationCount |
| PublicationCentury | 2000 |
| PublicationDate | 2018-Jan-16 |
| PublicationDateYYYYMMDD | 2018-01-16 |
| PublicationDate_xml | – month: 01 year: 2018 text: 2018-Jan-16 day: 16 |
| PublicationDecade | 2010 |
| PublicationPlace | CAMBRIDGE |
| PublicationPlace_xml | – name: CAMBRIDGE – name: England |
| PublicationTitle | Chemical communications (Cambridge, England) |
| PublicationTitleAbbrev | CHEM COMMUN |
| PublicationTitleAlternate | Chem Commun (Camb) |
| PublicationYear | 2018 |
| Publisher | Royal Soc Chemistry |
| Publisher_xml | – name: Royal Soc Chemistry |
| References | Furuya, Y (WOS:000231227400021) 2005; 127 Sandridge, MJ (WOS:000382711200018) 2016; 18 Gawley, R.E. (000422861900019.8) 1988; 35 Srivastava, VP (WOS:000332212500010) 2014; 25 Yan, Y (WOS:000407307700025) 2017; 82 Tsubogo, T (WOS:000281231100030) 2010; 21 Martin, MC (WOS:000405158400011) 2017; 73 Tian, BX (WOS:000321605900042) 2013; 78 Kobayashi, S (WOS:000253519600031) 2008; 10 Gao, S (WOS:000363225000038) 2015; 17 Harder, S (WOS:000280140400002) 2010; 110 Chandrasekhar, S (WOS:000180464000030) 2003; 44 Begouin, JM (WOS:000316520300055) 2013; 15 Meyer, VJ (WOS:000293440900006) 2011; 2011 Tsubogo, T (WOS:000344156900014) 2014; 57 Mahajan, PS (WOS:000380182400037) 2016; 18 Ramalingan, C (WOS:000246893400034) 2007; 72 Morcillo, SP (WOS:000377251800013) 2016; 2016 Shimizu, S (WOS:000353314800048) 2015; 17 Shin, JY (WOS:000317328000007) 2013; 3 YANG, BWV (WOS:A1994NL21900006) 1994; 35 De Luca, L (WOS:000177559800066) 2002; 67 Meyer, VJ (WOS:000352796100010) 2015; 21 Kobayashi, S (WOS:000286161000006) 2011; 44 Stopka, T (WOS:000351558100023) 2015; 17 Niggemann, M (WOS:000277931600022) 2010; 49 Tsubogo, T (WOS:000272276800017) 2009; 48 Hashimoto, M (WOS:000254544800053) 2008; 73 Wilkening, RR (WOS:A1997YG78700002) 1997; 53 Tsubogo, T (WOS:000259675500031) 2008; 130 Akimoto, R (WOS:000302982000036) 2012; 77 Ramón, RS (WOS:000274465700022) 2010; 75 Ganguly, NC (WOS:000283495000020) 2010 |
| References_xml | – volume: 25 start-page: 665 year: 2014 ident: WOS:000332212500010 article-title: The Beckmann Rearrangement Executed by Visible-Light-Driven Generation of Vilsmeier-Haack Reagent publication-title: SYNLETT doi: 10.1055/s-0033-1340623 – volume: 130 start-page: 13321 year: 2008 ident: WOS:000259675500031 article-title: Development of catalytic asymmetric 1,4-addition and [3+2] cycloaddition reactions using chiral calcium complexes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja8032058 – volume: 3 start-page: 525 year: 2013 ident: WOS:000317328000007 article-title: A Multifunction Pd/Sc(OTf)3/Ionic Liquid Catalyst System for the Tandem One-Pot Conversion of Phenol to ε-Caprolactam publication-title: ACS CATALYSIS doi: 10.1021/cs400009w – volume: 44 start-page: 755 year: 2003 ident: WOS:000180464000030 article-title: Beckmann reaction of oximes catalysed by chloral: mild and neutral procedures publication-title: TETRAHEDRON LETTERS – volume: 127 start-page: 11240 year: 2005 ident: WOS:000231227400021 article-title: Cyanuric chloride as a mild and active Beckmann rearrangement catalyst publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja053441x – volume: 48 start-page: 9117 year: 2009 ident: WOS:000272276800017 article-title: Chiral Calcium Catalysts with Neutral Coordinative Ligands: Enantioselective 1,4-Addition Reactions of 1,3-Dicarbonyl Compounds to Nitroalkenes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200902902 – volume: 53 start-page: 16923 year: 1997 ident: WOS:A1997YG78700002 article-title: Novel transannular rearrangements of azalide iminoethers publication-title: TETRAHEDRON – volume: 10 start-page: 807 year: 2008 ident: WOS:000253519600031 article-title: Calcium-catalyzed diastereo- and enantioselective 1,4-addition of glycine derivatives to α,β-unsaturated esters publication-title: ORGANIC LETTERS doi: 10.1021/ol702958w – volume: 110 start-page: 3852 year: 2010 ident: WOS:000280140400002 article-title: From Limestone to Catalysis: Application of Calcium Compounds as Homogeneous Catalysts publication-title: CHEMICAL REVIEWS doi: 10.1021/cr9003659 – volume: 2011 start-page: 3671 year: 2011 ident: WOS:000293440900006 article-title: Calcium-Catalyzed Direct Coupling of Alcohols with Organosilanes publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.201100231 – volume: 73 start-page: 2894 year: 2008 ident: WOS:000254544800053 article-title: Beckmann rearrangement of ketoximes to lactams by triphosphazene catalyst publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo702277g – volume: 21 start-page: 6371 year: 2015 ident: WOS:000352796100010 article-title: Calcium-Catalyzed Formal [2+2+2] Cycloaddition publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201500181 – volume: 17 start-page: 5080 year: 2015 ident: WOS:000363225000038 article-title: Calcium-Catalyzed Dynamic Multicomponent Reaction publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.5b02593 – volume: 35 start-page: 1 year: 1988 ident: 000422861900019.8 article-title: Beckmann reactions: rearrangements, elimination-additions, fragmentations, and rearrangement-cyclizations publication-title: Org. React. – volume: 2016 start-page: 2688 year: 2016 ident: WOS:000377251800013 article-title: Site-Selective Calcium-Catalyzed/Organocatalyzed Condensation of Propargyl Alcohols Tethered to β-Keto Esters publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.201600394 – volume: 44 start-page: 58 year: 2011 ident: WOS:000286161000006 article-title: Alkaline Earth Metal Catalysts for Asymmetric Reactions publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar100101b – start-page: 3705 year: 2010 ident: WOS:000283495000020 article-title: Efficient Iodine-Mediated Beckmann Rearrangement of Ketoximes to Amides under Mild Neutral Conditions publication-title: SYNTHESIS-STUTTGART doi: 10.1055/s-0030-1258217 – volume: 67 start-page: 6272 year: 2002 ident: WOS:000177559800066 article-title: Beckmann rearrangement of oximes under very mild conditions publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo025960d – volume: 78 start-page: 6782 year: 2013 ident: WOS:000321605900042 article-title: Catalysts or Initiators? Beckmann Rearrangement Revisited publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo4008817 – volume: 73 start-page: 4093 year: 2017 ident: WOS:000405158400011 article-title: Dehydrative Nazarov-type electrocyclizations of alkenyl (hetero)aryl carbinols via calcium catalysis: Access to cyclopenta[b]thiophenes and indene derivatives publication-title: TETRAHEDRON doi: 10.1016/j.tet.2017.03.041 – volume: 18 start-page: 3450 year: 2016 ident: WOS:000380182400037 article-title: Radical Beckmann Rearrangement and Its Application in the Formal Total Synthesis of Antimalarial Natural Product Isocryptolepine via C-H Activation publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.6b01634 – volume: 72 start-page: 4536 year: 2007 ident: WOS:000246893400034 article-title: Mercury-catalyzed rearrangement of ketoximes into amides and lactams in acetonitrile publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo070297k – volume: 15 start-page: 1370 year: 2013 ident: WOS:000316520300055 article-title: Diastereoselective Synthesis of Indanes and Tetralins via Intramolecular Friedel-Crafts Reaction publication-title: ORGANIC LETTERS doi: 10.1021/ol400341p – volume: 35 start-page: 3025 year: 1994 ident: WOS:A1994NL21900006 article-title: A NOVEL PRODUCT FROM BECKMANN REARRANGEMENT OF ERYTHROMYCIN-A 9(E)OXIME publication-title: TETRAHEDRON LETTERS – volume: 18 start-page: 4218 year: 2016 ident: WOS:000382711200018 article-title: Calcium-Catalyzed, Dehydrative, Ring-Opening Cyclizations of Cyclopropyl Carbinols Derived from Donor-Acceptor Cyclopropanes publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.6b01933 – volume: 82 start-page: 7957 year: 2017 ident: WOS:000407307700025 article-title: Hypervalent Iodine(III)-Promoted Phenyl Transfer Reaction from Phenyl Hydrazides to Nitriles publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.7b01215 – volume: 77 start-page: 4073 year: 2012 ident: WOS:000302982000036 article-title: Reaction Pathway and Rate-Determining Step of the Schmidt Rearrangement/Fragmentation: A Kinetic Study publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo300419c – volume: 17 start-page: 2006 year: 2015 ident: WOS:000353314800048 article-title: Calcium-Catalyzed Asymmetric Synthesis of 3-Tetrasubstituted Oxindoles: Efficient Construction of Adjacent Quaternary and Tertiary Chiral Centers publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.5b00749 – volume: 49 start-page: 3684 year: 2010 ident: WOS:000277931600022 article-title: Calcium-Catalyzed Friedel-Crafts Alkylation at Room Temperature publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200907227 – volume: 17 start-page: 1437 year: 2015 ident: WOS:000351558100023 article-title: Cyclopentanone as a Cation-Stabilizing Electron-Pair Donor in the Calcium-Catalyzed Intermolecular Carbohydroxylation of Alkynes publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.5b00312 – volume: 21 start-page: 1221 year: 2010 ident: WOS:000281231100030 article-title: Synthesis of optically active, unnatural α-substituted glutamic acid derivatives by a chiral calcium-catalyzed 1,4-addition reaction publication-title: TETRAHEDRON-ASYMMETRY doi: 10.1016/j.tetasy.2010.03.004 – volume: 75 start-page: 1197 year: 2010 ident: WOS:000274465700022 article-title: Au/Ag-Cocatalyzed Aldoximes to Amides Rearrangement under Solvent- and Acid-Free Conditions publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo902461a – volume: 57 start-page: 935 year: 2014 ident: WOS:000344156900014 article-title: Calcium Chloride (CaCl2) as Catalyst for Asymmetric Organic Reactions publication-title: TOPICS IN CATALYSIS doi: 10.1007/s11244-014-0254-z |
| SSID | ssj0000158 |
| Score | 2.456651 |
| Snippet | A mild calcium catalysed Beckmann rearrangement has been realised, which forgoes the more traditional harsh reactions conditions associated with the... |
| Source | Web of Science |
| SourceID | proquest pubmed webofscience |
| SourceType | Aggregation Database Index Database Enrichment Source |
| StartPage | 654 |
| SubjectTerms | Chemistry Chemistry, Multidisciplinary Physical Sciences Science & Technology |
| Title | Mild, calcium catalysed Beckmann rearrangements |
| URI | http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000422861900019 https://www.ncbi.nlm.nih.gov/pubmed/29300400 https://www.proquest.com/docview/1984750973 |
| Volume | 54 |
| WOS | 000422861900019 |
| WOSCitedRecordID | wos000422861900019 |
| hasFullText | |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1LT8MwDLaAIcGF96M8piLtSLVmaZv0hGBiQoJNO4DUW9WmiTTBurFuSPx7nLSFHXaYxKWX9pA6jv3ZsT8DtFwiVSCE73DpUQxQ8CiGmVKO51HGXYU2MTU7_cIGAx5F4bBKuBVVWWVtE42hziZC58jbGBx72rsxejf9dPTUKH27Wo3Q2IQGRSijtZpFfIk-ysznJDTwHETmUU1PSsO2YEJgZBOSbBW0XOmFjMfp7f93rQewV2FN-75UjkPYkPkR7HTrEW_H0O6PPrJbG7dJjBZj26RyvguZ2Q9SvI-TPLdnupRX9x-YTrgTeOs9vnafnGqCgiMo9-ZOwhRPqJvITsYReAlCPZpqSkiMYyRnUqRhkknf54SmCFUkddNUkEy6wmVMQ6NT2MonuTwHWxHNdSd9IiTzEsq56hARpEoxBIC8k1pwU8sixr_Q1w5JLieLIv6ThgVnpXzjaUmlESPYMGbEgtaywH_fuyVHGUZ5BoxaQNb5rFvRm-u2_vnFGgu7hF0EQrqqzyHBFTQUHn15Ddviaz4qZk2E3c_9ptEtfA6G_R8cZdXf |
| linkProvider | ProQuest |
| 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=Mild%2C+calcium+catalysed+Beckmann+rearrangements&rft.jtitle=Chemical+communications+%28Cambridge%2C+England%29&rft.au=Kiely-Collins%2C+H+J&rft.au=Sechi%2C+I&rft.au=Brennan%2C+P+E&rft.au=McLaughlin%2C+M+G&rft.date=2018-01-16&rft.issn=1364-548X&rft.eissn=1364-548X&rft.volume=54&rft.issue=6&rft.spage=654&rft_id=info:doi/10.1039%2Fc7cc09491d&rft.externalDBID=NO_FULL_TEXT |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1359-7345&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1359-7345&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1359-7345&client=summon |