Continuous flow asymmetric synthesis of chiral active pharmaceutical ingredients and their advanced intermediates
Catalytic enantioselective transformations provide well-established and direct access to stereogenic synthons that are broadly distributed among active pharmaceutical ingredients (APIs). These reactions have been demonstrated to benefit considerably from the merits of continuous processing and micro...
Gespeichert in:
| Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC Jg. 23; H. 17; S. 6117 |
|---|---|
| Hauptverfasser: | , |
| Format: | Journal Article |
| Sprache: | Englisch |
| Veröffentlicht: |
England
31.08.2021
|
| ISSN: | 1463-9262 |
| Online-Zugang: | Weitere Angaben |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| Abstract | Catalytic enantioselective transformations provide well-established and direct access to stereogenic synthons that are broadly distributed among active pharmaceutical ingredients (APIs). These reactions have been demonstrated to benefit considerably from the merits of continuous processing and microreactor technology. Over the past few years, continuous flow enantioselective catalysis has grown into a mature field and has found diverse applications in asymmetric synthesis of pharmaceutically active substances. The present review therefore surveys flow chemistry-based approaches for the synthesis of chiral APIs and their advanced stereogenic intermediates, covering the utilization of biocatalysis, organometallic catalysis and metal-free organocatalysis to introduce asymmetry in continuously operated systems. Single-step processes, interrupted multistep flow syntheses, combined batch/flow processes and uninterrupted one-flow syntheses are discussed herein. |
|---|---|
| AbstractList | Catalytic enantioselective transformations provide well-established and direct access to stereogenic synthons that are broadly distributed among active pharmaceutical ingredients (APIs). These reactions have been demonstrated to benefit considerably from the merits of continuous processing and microreactor technology. Over the past few years, continuous flow enantioselective catalysis has grown into a mature field and has found diverse applications in asymmetric synthesis of pharmaceutically active substances. The present review therefore surveys flow chemistry-based approaches for the synthesis of chiral APIs and their advanced stereogenic intermediates, covering the utilization of biocatalysis, organometallic catalysis and metal-free organocatalysis to introduce asymmetry in continuously operated systems. Single-step processes, interrupted multistep flow syntheses, combined batch/flow processes and uninterrupted one-flow syntheses are discussed herein. Catalytic enantioselective transformations provide well-established and direct access to stereogenic synthons that are broadly distributed among active pharmaceutical ingredients (APIs). These reactions have been demonstrated to benefit considerably from the merits of continuous processing and microreactor technology. Over the past few years, continuous flow enantioselective catalysis has grown into a mature field and has found diverse applications in asymmetric synthesis of pharmaceutically active substances. The present review therefore surveys flow chemistry-based approaches for the synthesis of chiral APIs and their advanced stereogenic intermediates, covering the utilization of biocatalysis, organometallic catalysis and metal-free organocatalysis to introduce asymmetry in continuously operated systems. Single-step processes, interrupted multistep flow syntheses, combined batch/flow processes and uninterrupted one-flow syntheses are discussed herein.Catalytic enantioselective transformations provide well-established and direct access to stereogenic synthons that are broadly distributed among active pharmaceutical ingredients (APIs). These reactions have been demonstrated to benefit considerably from the merits of continuous processing and microreactor technology. Over the past few years, continuous flow enantioselective catalysis has grown into a mature field and has found diverse applications in asymmetric synthesis of pharmaceutically active substances. The present review therefore surveys flow chemistry-based approaches for the synthesis of chiral APIs and their advanced stereogenic intermediates, covering the utilization of biocatalysis, organometallic catalysis and metal-free organocatalysis to introduce asymmetry in continuously operated systems. Single-step processes, interrupted multistep flow syntheses, combined batch/flow processes and uninterrupted one-flow syntheses are discussed herein. |
| Author | Ötvös, Sándor B Kappe, C Oliver |
| Author_xml | – sequence: 1 givenname: Sándor B orcidid: 0000-0001-6673-1744 surname: Ötvös fullname: Ötvös, Sándor B email: oliver.kappe@uni-graz.at organization: Center for Continuous Flow Synthesis and Processing (CC FLOW), Research Center Pharmaceutical Engineering GmbH (RCPE) Inffeldgasse 13 A-8010 Graz Austria – sequence: 2 givenname: C Oliver orcidid: 0000-0003-2983-6007 surname: Kappe fullname: Kappe, C Oliver email: oliver.kappe@uni-graz.at organization: Center for Continuous Flow Synthesis and Processing (CC FLOW), Research Center Pharmaceutical Engineering GmbH (RCPE) Inffeldgasse 13 A-8010 Graz Austria |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/34671222$$D View this record in MEDLINE/PubMed |
| BookMark | eNo1kM1OwzAQhH0ooj9w4QGQj1wC2Y3rpEdUQUGqxKX3yLHXrVHitLZT1LcnEuW00u43q5mZs4nvPTH2APkz5MXqxcBe5yBhaSdsBkIW2QolTtk8xu88ByiluGXTQsgSEHHGTuveJ-eHfojctv0PV_HSdZSC0zxefDpQdJH3luuDC6rlSid3Jn48qNApTUNyetw6vw9kHPkUufKGjzIXuDJn5TWZ8ZwodCOgEsU7dmNVG-n-Ohds9_62W39k26_N5_p1m2khIWWllCDtEiSumqZQ1lRUERFWCg1YoArKBgEKKW2OotKVLIUiLZoGG40GF-zp7-0x9KeBYqo7FzW1rfI0hq1xWQlRIBbliD5e0aEZXdbH4DoVLvV_S_gLBmZrug |
| CitedBy_id | crossref_primary_10_1002_chir_23698 crossref_primary_10_3390_molecules27123797 crossref_primary_10_1002_anie_202308838 crossref_primary_10_1002_med_22083 crossref_primary_10_1016_j_psep_2024_09_122 crossref_primary_10_1039_D2RE00446A crossref_primary_10_1002_cssc_202201868 crossref_primary_10_1039_D5QO00627A crossref_primary_10_1016_j_ccr_2024_215898 crossref_primary_10_1002_slct_202300204 crossref_primary_10_1016_j_talanta_2022_123787 crossref_primary_10_1016_j_jare_2025_07_010 crossref_primary_10_1002_ejoc_202500049 crossref_primary_10_1021_acs_orglett_5c02365 crossref_primary_10_1055_s_0041_1737490 crossref_primary_10_1002_jctb_7591 crossref_primary_10_1016_j_tetlet_2022_153926 crossref_primary_10_1002_cplu_202500313 crossref_primary_10_1021_acscatal_4c07986 crossref_primary_10_1055_s_0043_1775366 crossref_primary_10_1002_adsc_202201275 crossref_primary_10_1007_s43630_021_00167_y crossref_primary_10_1055_a_2122_4080 crossref_primary_10_1002_chem_202302054 crossref_primary_10_1002_chir_23711 crossref_primary_10_1002_cctc_202101148 crossref_primary_10_1016_j_apcata_2023_119426 crossref_primary_10_3390_app122110909 crossref_primary_10_1002_adsc_202301210 crossref_primary_10_3390_catal13030638 crossref_primary_10_1039_D2RE00153E crossref_primary_10_59761_RCR5104 crossref_primary_10_1039_D4RE00138A crossref_primary_10_1039_D3RE00458A crossref_primary_10_1002_ange_202308838 crossref_primary_10_1016_j_ces_2023_119044 crossref_primary_10_1016_j_coche_2023_100897 crossref_primary_10_1039_D4RE00223G crossref_primary_10_1007_s41981_022_00219_z crossref_primary_10_1002_chem_202200700 crossref_primary_10_3390_molecules29122839 crossref_primary_10_1002_adsc_202200602 crossref_primary_10_1039_D3RE00051F crossref_primary_10_1021_acselectrochem_5c00081 crossref_primary_10_1016_j_jiec_2023_08_023 crossref_primary_10_3390_knowledge3010001 crossref_primary_10_1002_adsc_202301387 crossref_primary_10_1002_cbic_202200549 crossref_primary_10_3390_catal11091066 crossref_primary_10_3390_molecules29102326 crossref_primary_10_1080_17518253_2025_2549732 crossref_primary_10_3390_ph14111125 crossref_primary_10_1039_D4RA00679H crossref_primary_10_3390_molecules29112481 |
| ContentType | Journal Article |
| Copyright | This journal is © The Royal Society of Chemistry. |
| Copyright_xml | – notice: This journal is © The Royal Society of Chemistry. |
| DBID | NPM 7X8 |
| DOI | 10.1039/d1gc01615f |
| DatabaseName | PubMed MEDLINE - Academic |
| DatabaseTitle | PubMed MEDLINE - Academic |
| DatabaseTitleList | PubMed 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: 7X8 name: MEDLINE - Academic url: https://search.proquest.com/medline sourceTypes: Aggregation Database |
| DeliveryMethod | no_fulltext_linktorsrc |
| Discipline | Engineering Chemistry Environmental Sciences |
| ExternalDocumentID | 34671222 |
| Genre | Journal Article Review |
| GroupedDBID | 0-7 0R~ 29I 4.4 5GY 705 70~ 7~J AAEMU AAHBH AAIWI AAJAE AAMEH AANOJ AAWGC AAXHV AAXPP ABASK ABDVN ABEMK ABJNI ABPDG ABRYZ ABXOH ACGFO ACGFS ACIWK ACLDK ADMRA ADSRN AEFDR AENEX AENGV AESAV AETIL AFLYV AFOGI AFRAH AFRDS AFRZK AFVBQ AGEGJ AGKEF AGRSR AHGCF AKMSF ALMA_UNASSIGNED_HOLDINGS ALUYA ANUXI APEMP ASKNT AUDPV BLAPV BSQNT C6K COF CS3 D0L DU5 EBS ECGLT EE0 EF- F5P GGIMP GNO H13 HZ~ H~N IDZ J3I M4U N9A NPM O9- P2P R56 R7B RAOCF RCNCU RNS RPMJG RRA RRC RSCEA SKA SLH VH6 7X8 AAFBY AGMRB |
| ID | FETCH-LOGICAL-c461t-76616f51629bb3afd8e8eee28a2d1f1e817b211366f0248c8674aec4bb2bc2d2 |
| IEDL.DBID | 7X8 |
| ISICitedReferencesCount | 79 |
| ISICitedReferencesURI | http://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestLinkType=CitingArticles&DestApp=WOS_CPL&KeyUT=000684191700001&url=https%3A%2F%2Fcvtisr.summon.serialssolutions.com%2F%23%21%2Fsearch%3Fho%3Df%26include.ft.matches%3Dt%26l%3Dnull%26q%3D |
| ISSN | 1463-9262 |
| IngestDate | Sun Nov 09 11:25:52 EST 2025 Mon Jul 21 05:59:47 EDT 2025 |
| IsDoiOpenAccess | false |
| IsOpenAccess | true |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 17 |
| Language | English |
| License | This journal is © The Royal Society of Chemistry. |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-c461t-76616f51629bb3afd8e8eee28a2d1f1e817b211366f0248c8674aec4bb2bc2d2 |
| Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 ObjectType-Review-3 content type line 23 |
| ORCID | 0000-0001-6673-1744 0000-0003-2983-6007 |
| OpenAccessLink | https://pubs.rsc.org/en/content/articlepdf/2021/gc/d1gc01615f |
| PMID | 34671222 |
| PQID | 2584432237 |
| PQPubID | 23479 |
| ParticipantIDs | proquest_miscellaneous_2584432237 pubmed_primary_34671222 |
| PublicationCentury | 2000 |
| PublicationDate | 20210831 |
| PublicationDateYYYYMMDD | 2021-08-31 |
| PublicationDate_xml | – month: 8 year: 2021 text: 20210831 day: 31 |
| PublicationDecade | 2020 |
| PublicationPlace | England |
| PublicationPlace_xml | – name: England |
| PublicationTitle | Green chemistry : an international journal and green chemistry resource : GC |
| PublicationTitleAlternate | Green Chem |
| PublicationYear | 2021 |
| SSID | ssj0011764 |
| Score | 2.607976 |
| SecondaryResourceType | review_article |
| Snippet | Catalytic enantioselective transformations provide well-established and direct access to stereogenic synthons that are broadly distributed among active... |
| SourceID | proquest pubmed |
| SourceType | Aggregation Database Index Database |
| StartPage | 6117 |
| Title | Continuous flow asymmetric synthesis of chiral active pharmaceutical ingredients and their advanced intermediates |
| URI | https://www.ncbi.nlm.nih.gov/pubmed/34671222 https://www.proquest.com/docview/2584432237 |
| Volume | 23 |
| WOSCitedRecordID | wos000684191700001&url=https%3A%2F%2Fcvtisr.summon.serialssolutions.com%2F%23%21%2Fsearch%3Fho%3Df%26include.ft.matches%3Dt%26l%3Dnull%26q%3D |
| hasFullText | |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1LSwMxEB58gXrwUV_1RQSvi-bRZPckIhUPWjx46K3kqQW7W5uq-O9N0l3qRRC87G3YZXYy8_HN5BuAc9fRzBRGZI65y8hWkUw5pjIuDVOSd6w2SWf2XvR6eb9fPNaEm6_HKpucmBK1qXTkyC9IqJQsRB8VV-O3LG6Nit3VeoXGIizTAGXiSJfoz7sIWCT5qJAMaBZ18Rp5UlpcGPysE9pxv0PLVGJuN__7cVuwUYNLdD2Lhm1YsGULVm-anW4tWP8hP9iCve78llswq4-534G3qFk1LN-rd4_ca_WJpP8ajeLuLY38Vxkwox96VDmkX4aTYClT0kTjl5_8OArvmNg4UDb1SJYGpZ4EaoYOUBSqmKSLKwHt7sLTbffp5i6rdzNkmnE8zUSo69x1MCeFUlQ6k9vcWktySQx22OZYKBL3xXAXVdN0zgWTVjOliNLEkD1YKqvSHgDirCDYRkJVXLIYJxY7qnIuOeXGUNGGs8bng-Ct2M-QpQ0OGMy93ob92Y8bjGcaHQMaCgAO2OfwD9ZHsEbipEpiio9h2YWDb09gRX9Mh35ymmIqPHuPD9-MV9sS |
| 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=Continuous+flow+asymmetric+synthesis+of+chiral+active+pharmaceutical+ingredients+and+their+advanced+intermediates&rft.jtitle=Green+chemistry+%3A+an+international+journal+and+green+chemistry+resource+%3A+GC&rft.au=%C3%96tv%C3%B6s%2C+S%C3%A1ndor+B&rft.au=Kappe%2C+C+Oliver&rft.date=2021-08-31&rft.issn=1463-9262&rft.volume=23&rft.issue=17&rft.spage=6117&rft_id=info:doi/10.1039%2Fd1gc01615f&rft.externalDBID=NO_FULL_TEXT |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1463-9262&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1463-9262&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1463-9262&client=summon |