Asymmetric Synthesis of Dihydropyranones via Gold(I)-Catalyzed Intermolecular [4+2] Annulation of Propiolates and Alkenes
DC Field | Value | Language |
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dc.contributor.author | Kim, Hanbyul | - |
dc.contributor.author | Choi, Su Yeon | - |
dc.contributor.author | Shin, Seunghoon | - |
dc.date.accessioned | 2022-07-11T06:13:41Z | - |
dc.date.available | 2022-07-11T06:13:41Z | - |
dc.date.created | 2021-05-12 | - |
dc.date.issued | 2018-10 | - |
dc.identifier.issn | 1433-7851 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/149264 | - |
dc.description.abstract | Intermolecular asymmetric gold catalysis involving alkyne activation presents a significant challenge due to its distinct mechanistic mode from other metals. Herein, we report a highly enantioselective synthesis of alpha, beta-unsaturated delta-lactones from [4+2] annulation of propiolates and alkenes in upto 95% ee. Notably, for the desired chiral recognition, the choice of 1,1,2,2-tetrachloroethane as solvent was found to be crucial. Furthermore, an anionic surfactant (sodium dodecyl sulfate) improved the product selectivity in the divergence of the cyclopropyl gold carbene intermediate. | - |
dc.language | 영어 | - |
dc.language.iso | en | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.title | Asymmetric Synthesis of Dihydropyranones via Gold(I)-Catalyzed Intermolecular [4+2] Annulation of Propiolates and Alkenes | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Shin, Seunghoon | - |
dc.identifier.doi | 10.1002/anie.201807514 | - |
dc.identifier.scopusid | 2-s2.0-85053404490 | - |
dc.identifier.wosid | 000445445700021 | - |
dc.identifier.bibliographicCitation | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.57, no.40, pp.13130 - 13134 | - |
dc.relation.isPartOf | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | - |
dc.citation.title | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | - |
dc.citation.volume | 57 | - |
dc.citation.number | 40 | - |
dc.citation.startPage | 13130 | - |
dc.citation.endPage | 13134 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.isOpenAccess | N | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
dc.subject.keywordPlus | ENANTIOSELECTIVE SYNTHESIS | - |
dc.subject.keywordPlus | 3+2 CYCLOADDITION | - |
dc.subject.keywordPlus | STYRYL-LACTONES | - |
dc.subject.keywordPlus | GOLD CATALYSIS | - |
dc.subject.keywordPlus | N-ALLENAMIDES | - |
dc.subject.keywordPlus | FOSTRIECIN | - |
dc.subject.keywordPlus | LIGANDS | - |
dc.subject.keywordPlus | CASCADE | - |
dc.subject.keywordPlus | COMPLEXES | - |
dc.subject.keywordPlus | DIASTEREO | - |
dc.subject.keywordAuthor | anionic surfactants | - |
dc.subject.keywordAuthor | asymmetric gold catalysis | - |
dc.subject.keywordAuthor | entropy control | - |
dc.subject.keywordAuthor | intermolecular alkyne activation | - |
dc.subject.keywordAuthor | alpha, beta-unsaturated delta-lactones | - |
dc.identifier.url | https://onlinelibrary.wiley.com/doi/10.1002/anie.201807514 | - |
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