DC Field | Value | Language |
---|---|---|
dc.contributor.author | 김민재 | - |
dc.contributor.author | SHIN, MINKYEONG | - |
dc.contributor.author | KIM, JUNGHOON | - |
dc.contributor.author | CHO, SEUNG HWAN | - |
dc.date.accessioned | 2021-01-24T07:50:14Z | - |
dc.date.available | 2021-01-24T07:50:14Z | - |
dc.date.created | 2021-01-21 | - |
dc.date.issued | 2021-01 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | https://oasis.postech.ac.kr/handle/2014.oak/104912 | - |
dc.description.abstract | We report a copper-catalyzed enatiotopic-group-selective allylation of gem-diborylalkanes with allyl bromides. The combination of copper(I) bromide and H-8-BINOL derived phosphoramidite ligand proved to be the most effective catalytic system to provide various enantioenriched homoallylic boronate esters, containing a boron-substituted stereogenic center that is solely derived from gem-diborylalkanes, in good yields with high enantiomeric ratios under mild conditions. Experimental and theoretical studies have been conducted to elucidate the reaction mechanism, revealing how the enatiotopic-group-selective trans-metalation of gem-diborylalkanes with chiral copper complex occurs to generate chiral alpha-borylalkyl-copper species for the first time. Additional synthetic applications to the synthesis of various chiral building blocks are also included. | - |
dc.language | English | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.relation.isPartOf | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | - |
dc.title | Copper-Catalyzed Enantiotopic-Group-Selective Allylation of gem-Diborylalkanes | - |
dc.type | Article | - |
dc.identifier.doi | 10.1021/jacs.0c11750 | - |
dc.type.rims | ART | - |
dc.identifier.bibliographicCitation | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.143, no.2, pp.1069 - 1077 | - |
dc.identifier.wosid | 000612557200058 | - |
dc.citation.endPage | 1077 | - |
dc.citation.number | 2 | - |
dc.citation.startPage | 1069 | - |
dc.citation.title | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | - |
dc.citation.volume | 143 | - |
dc.contributor.affiliatedAuthor | 김민재 | - |
dc.contributor.affiliatedAuthor | SHIN, MINKYEONG | - |
dc.contributor.affiliatedAuthor | KIM, JUNGHOON | - |
dc.contributor.affiliatedAuthor | CHO, SEUNG HWAN | - |
dc.identifier.scopusid | 2-s2.0-85099610743 | - |
dc.description.journalClass | 1 | - |
dc.description.journalClass | 1 | - |
dc.description.isOpenAccess | N | - |
dc.type.docType | Article | - |
dc.subject.keywordPlus | ENANTIOSELECTIVE ALLYLIC SUBSTITUTION | - |
dc.subject.keywordPlus | ALPHA-BORYL CARBANIONS | - |
dc.subject.keywordPlus | CARBON-CARBON | - |
dc.subject.keywordPlus | DIASTEREOSELECTIVE SYNTHESIS | - |
dc.subject.keywordPlus | BORONIC ESTERS | - |
dc.subject.keywordPlus | ALKYLATION | - |
dc.subject.keywordPlus | 1,1-DIBORYLALKANES | - |
dc.subject.keywordPlus | REAGENT | - |
dc.subject.keywordPlus | DIBORYLMETHANE | - |
dc.subject.keywordPlus | TRANSFORMATION | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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