Synthesis of γ-substituted carbonyl compounds from DMSO-mediated oxidation of enynamides: Mechanistic insights and carbon- and hetero-functionalizations
DC Field | Value | Language |
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dc.contributor.author | Nguyen, Quynh H. | - |
dc.contributor.author | Nguyen, Nguyen H. | - |
dc.contributor.author | Kim, Hanbyul | - |
dc.contributor.author | Shin, Seunghoon | - |
dc.date.accessioned | 2022-07-09T05:53:31Z | - |
dc.date.available | 2022-07-09T05:53:31Z | - |
dc.date.created | 2021-05-12 | - |
dc.date.issued | 2019-10 | - |
dc.identifier.issn | 2041-6520 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/147069 | - |
dc.description.abstract | Oxidative coupling of 1,3-enynamides using DMSO as a terminal oxidant has been developed. Carbon as well as unmodified heteroatom nucleophiles, including aliphatic alcohols, thiols, and hydrazides, could be efficiently alkylated at the gamma-position in a highly regioselective fashion. The kinetic analysis suggested a nucleophile-dependent mechanism ranging from a concerted S(N)2 '' to a carbocationic mechanism. Thus, the remote site-selectivity was ascribed to the partial positive charge developing at the terminal carbocationic center. | - |
dc.language | 영어 | - |
dc.language.iso | en | - |
dc.publisher | ROYAL SOC CHEMISTRY | - |
dc.title | Synthesis of γ-substituted carbonyl compounds from DMSO-mediated oxidation of enynamides: Mechanistic insights and carbon- and hetero-functionalizations | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Shin, Seunghoon | - |
dc.identifier.doi | 10.1039/c9sc03663f | - |
dc.identifier.scopusid | 2-s2.0-85073113303 | - |
dc.identifier.wosid | 000488472900005 | - |
dc.identifier.bibliographicCitation | CHEMICAL SCIENCE, v.10, no.38, pp.8799 - 8805 | - |
dc.relation.isPartOf | CHEMICAL SCIENCE | - |
dc.citation.title | CHEMICAL SCIENCE | - |
dc.citation.volume | 10 | - |
dc.citation.number | 38 | - |
dc.citation.startPage | 8799 | - |
dc.citation.endPage | 8805 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.isOpenAccess | Y | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
dc.subject.keywordPlus | OXO GOLD CARBENES | - |
dc.subject.keywordPlus | SITE-SELECTIVE SYNTHESIS | - |
dc.subject.keywordPlus | FORMAL 3+2 CYCLOADDITION | - |
dc.subject.keywordPlus | YNAMIDES | - |
dc.subject.keywordPlus | GENERATION | - |
dc.subject.keywordPlus | AMINATION | - |
dc.subject.keywordPlus | UMPOLUNG | - |
dc.subject.keywordPlus | KETONES | - |
dc.subject.keywordPlus | ACCESS | - |
dc.subject.keywordPlus | AMIDES | - |
dc.identifier.url | https://pubs.rsc.org/en/content/articlelanding/2019/SC/C9SC03663F | - |
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