Ir-catalyzed allylic amination/ring-closing metathesis: A new route to enantioselective synthesis of cyclic beta-amino alcohol derivatives
DC Field | Value | Language |
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dc.contributor.author | Lee, Jun Hee | - |
dc.contributor.author | Shin, Seunghoon | - |
dc.contributor.author | Kang, Jahyo | - |
dc.contributor.author | Lee, Sang-Gi | - |
dc.date.accessioned | 2022-12-21T06:38:12Z | - |
dc.date.available | 2022-12-21T06:38:12Z | - |
dc.date.created | 2022-08-26 | - |
dc.date.issued | 2007-09 | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/179663 | - |
dc.description.abstract | [GRAPHICS] Ir-catalyzed allylic aminations of (E)-4-benzyloxy-2-butenyl methyl carbonate with benzylan-fine using Feringa's (S-a,S-c,S-c)-phosphoramidite as a chiral ligand afforded linear-aminated achiral product N,O-dibenzyl-4-amino-2-buten-l-oI regioselectively (linearibranched = >99/1), whereas the (E)-5benz),Ioxy-2-pentenyl methyl carbonate showed completely opposite regioselectivity (linearlbranched = > 1/99) and afforded the optically active. (3R)-N,O-dibenzylated 3-amino-1-penten-5-ol with very high enantioselectivity (96% ee), which was used as a key intermediate for the effective synthesis of various cyclic beta-amino alcohol derivatives through ring-closing metathesis in high yields. | - |
dc.language | 영어 | - |
dc.language.iso | en | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.title | Ir-catalyzed allylic amination/ring-closing metathesis: A new route to enantioselective synthesis of cyclic beta-amino alcohol derivatives | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Shin, Seunghoon | - |
dc.identifier.doi | 10.1021/jo070998h | - |
dc.identifier.scopusid | 2-s2.0-34548802917 | - |
dc.identifier.wosid | 000249371200055 | - |
dc.identifier.bibliographicCitation | JOURNAL OF ORGANIC CHEMISTRY, v.72, no.19, pp.7443 - 7446 | - |
dc.relation.isPartOf | JOURNAL OF ORGANIC CHEMISTRY | - |
dc.citation.title | JOURNAL OF ORGANIC CHEMISTRY | - |
dc.citation.volume | 72 | - |
dc.citation.number | 19 | - |
dc.citation.startPage | 7443 | - |
dc.citation.endPage | 7446 | - |
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, Organic | - |
dc.subject.keywordPlus | ASYMMETRIC-SYNTHESIS | - |
dc.subject.keywordPlus | CONJUGATE ADDITION | - |
dc.subject.keywordPlus | PHOSPHORAMIDITE LIGAND | - |
dc.subject.keywordPlus | ESTER HOMOLOGATION | - |
dc.subject.keywordPlus | ETHERIFICATION | - |
dc.subject.keywordPlus | HYDROGENATION | - |
dc.subject.keywordPlus | SUBSTITUTION | - |
dc.subject.keywordPlus | ALLYLATION | - |
dc.subject.keywordPlus | GENERATION | - |
dc.subject.keywordPlus | COMPLEXES | - |
dc.identifier.url | https://pubs.acs.org/doi/10.1021/jo070998h | - |
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