Enantioselective Thiolysis and Aminolysis of Cyclic Anhydrides Using a Chiral Diamine-Derived Thiourea Catalyst
DC Field | Value | Language |
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dc.contributor.author | Shim, Jae Ho | - |
dc.contributor.author | Park, Sung Joo | - |
dc.contributor.author | Ahn, Byung Kook | - |
dc.contributor.author | Lee, Ji Yeon | - |
dc.contributor.author | Kim, Hyeon Soo | - |
dc.contributor.author | Ha, Deok-Chan | - |
dc.date.accessioned | 2022-03-03T12:41:04Z | - |
dc.date.available | 2022-03-03T12:41:04Z | - |
dc.date.created | 2022-03-02 | - |
dc.date.issued | 2021-12-21 | - |
dc.identifier.issn | 2470-1343 | - |
dc.identifier.uri | https://scholar.korea.ac.kr/handle/2021.sw.korea/137622 | - |
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 | AMER CHEMICAL SOC | - |
dc.subject | ASYMMETRIC MICHAEL ADDITION | - |
dc.subject | DESYMMETRIZATION | - |
dc.subject | DERIVATIVES | - |
dc.subject | DONORS | - |
dc.title | Enantioselective Thiolysis and Aminolysis of Cyclic Anhydrides Using a Chiral Diamine-Derived Thiourea Catalyst | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Shim, Jae Ho | - |
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 | - |
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