DC Field | Value | Language |
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dc.contributor.author | CHO, SEUNG HWAN | - |
dc.contributor.author | PARK, JIN YOUNG | - |
dc.contributor.author | YONGSUK, JUNG | - |
dc.contributor.author | LEE, EUNSUNG | - |
dc.date.accessioned | 2020-12-08T08:50:44Z | - |
dc.date.available | 2020-12-08T08:50:44Z | - |
dc.date.created | 2020-11-15 | - |
dc.date.issued | 2021-04 | - |
dc.identifier.issn | 1615-4150 | - |
dc.identifier.uri | https://oasis.postech.ac.kr/handle/2014.oak/104540 | - |
dc.description.abstract | We describe the kinetic resolution of alpha-silyl-substituted allylboronate esters via chiral phosphoric acid-catalyzed chemo-, diastereo- and enantioselective allylboration of aldehydes. This process provides two synthetically versatile enantioenriched compounds, (Z)-delta-silyl-substituted anti-homoallylic alcohols and alpha-silyl-substituted allylboronate esters, with a selectivity factor up to 328. We propose that the reaction proceeds through a closed chair-like transition state with the silane moiety occupying a pseudo-axial position, thus readily resolving alpha-silyl-substituted allylboronate esters. The synthetic utility of the obtained enantioenriched compounds is highlighted by their further transformations to give a diverse set of enantioenriched molecules. | - |
dc.language | English | - |
dc.publisher | John Wiley & Sons Ltd. | - |
dc.relation.isPartOf | Advanced Synthesis and Catalysis | - |
dc.title | Kinetic Resolution of a-Silyl-Substituted Allylboronate Esters via Chemo- and Stereoselective Allylboration of Aldehydes | - |
dc.type | Article | - |
dc.identifier.doi | 10.1002/adsc.202001170 | - |
dc.type.rims | ART | - |
dc.identifier.bibliographicCitation | Advanced Synthesis and Catalysis, v.363, no.9, pp.2371 - 2376 | - |
dc.identifier.wosid | 000585224900001 | - |
dc.citation.endPage | 2376 | - |
dc.citation.number | 9 | - |
dc.citation.startPage | 2371 | - |
dc.citation.title | Advanced Synthesis and Catalysis | - |
dc.citation.volume | 363 | - |
dc.contributor.affiliatedAuthor | CHO, SEUNG HWAN | - |
dc.contributor.affiliatedAuthor | PARK, JIN YOUNG | - |
dc.contributor.affiliatedAuthor | YONGSUK, JUNG | - |
dc.contributor.affiliatedAuthor | LEE, EUNSUNG | - |
dc.identifier.scopusid | 2-s2.0-85096791937 | - |
dc.description.journalClass | 1 | - |
dc.description.journalClass | 1 | - |
dc.description.isOpenAccess | N | - |
dc.type.docType | Article; Early Access | - |
dc.subject.keywordPlus | ACID-CATALYZED ALLYLBORATION | - |
dc.subject.keywordPlus | ANTI-HOMOALLYLIC ALCOHOLS | - |
dc.subject.keywordPlus | ENANTIOSELECTIVE SYNTHESIS | - |
dc.subject.keywordPlus | SELECTIVE DESILYLATION | - |
dc.subject.keywordPlus | ALLYLATION | - |
dc.subject.keywordPlus | REACTIVITY | - |
dc.subject.keywordPlus | REAGENTS | - |
dc.subject.keywordPlus | PALLADIUM | - |
dc.subject.keywordPlus | HYDROBORATION | - |
dc.subject.keywordPlus | ISOMERIZATION | - |
dc.subject.keywordAuthor | Allylboration | - |
dc.subject.keywordAuthor | Boron | - |
dc.subject.keywordAuthor | Silicon | - |
dc.subject.keywordAuthor | Chemoselectivity | - |
dc.subject.keywordAuthor | Enantioselectivity | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Applied | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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