Enantioselective Thiolysis and Aminolysis of Cyclic Anhydrides Using a Chiral Diamine-Derived Thiourea Catalyst
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Shim, J.H. | - |
dc.contributor.author | Park, S.J. | - |
dc.contributor.author | Ahn, B.K. | - |
dc.contributor.author | Lee, J.Y. | - |
dc.contributor.author | Kim, H.S. | - |
dc.contributor.author | Ha, D.-C. | - |
dc.date.accessioned | 2022-02-28T01:42:39Z | - |
dc.date.available | 2022-02-28T01:42:39Z | - |
dc.date.created | 2022-02-09 | - |
dc.date.issued | 2021-12-21 | - |
dc.identifier.issn | 2470-1343 | - |
dc.identifier.uri | https://scholar.korea.ac.kr/handle/2021.sw.korea/137200 | - |
dc.description.abstract | Catalytic desymmetrization of cyclic anhydrides has been widely investigated in the field of organocatalysis. Using this approach, many stereocenters can be established in a single, symmetry-breaking transformation. Herein, a thiourea organocatalyst was prepared in a single step from a chiral diamine, (R,R)-1,2-diphenylethylenediamine, and used for the desymmetrization of various cyclic anhydrides through double hydrogen-bonding activation. The asymmetric ring-opening reaction of the cyclic anhydride proceeded via the enantioselective addition reaction catalyzed by diamine thiourea. Thiolysis afforded the desired products in the yields of 86-98% and enantioselectivities of 60-94%, while aminolysis afforded the yields of 90-94% and enantioselectivities of 90-95%. © | - |
dc.language | English | - |
dc.language.iso | en | - |
dc.publisher | American Chemical Society | - |
dc.title | Enantioselective Thiolysis and Aminolysis of Cyclic Anhydrides Using a Chiral Diamine-Derived Thiourea Catalyst | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Shim, J.H. | - |
dc.identifier.doi | 10.1021/acsomega.1c04741 | - |
dc.identifier.scopusid | 2-s2.0-85120610274 | - |
dc.identifier.wosid | 000757429500030 | - |
dc.identifier.bibliographicCitation | ACS Omega, v.6, no.50, pp.34501 - 34511 | - |
dc.relation.isPartOf | ACS Omega | - |
dc.citation.title | ACS Omega | - |
dc.citation.volume | 6 | - |
dc.citation.number | 50 | - |
dc.citation.startPage | 34501 | - |
dc.citation.endPage | 34511 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
dc.subject.keywordPlus | ASYMMETRIC MICHAEL ADDITION | - |
dc.subject.keywordPlus | DESYMMETRIZATION | - |
dc.subject.keywordPlus | DERIVATIVES | - |
dc.subject.keywordPlus | DONORS | - |
Items in ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.
(02841) 서울특별시 성북구 안암로 14502-3290-1114
COPYRIGHT © 2021 Korea University. All Rights Reserved.
Certain data included herein are derived from the © Web of Science of Clarivate Analytics. All rights reserved.
You may not copy or re-distribute this material in whole or in part without the prior written consent of Clarivate Analytics.