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Article: Copper-Catalyzed Enantioselective 1,2-Reduction of Cycloalkenones

TitleCopper-Catalyzed Enantioselective 1,2-Reduction of Cycloalkenones
Authors
SHI, YWang, JYin, QZhang, XChiu, P
Issue Date2021
PublisherAmerican Chemical Society.
Citation
Org. Lett. , 2021, v. 23, p. 5658-5663 How to Cite?
DOI: http://dx.doi.org/10.1021/acs.orglett.1c01744
AbstractWe report an asymmetric 1,2-reduction of cyclic α,β-unsaturated ketones to access various enantiomerically enriched cyclic allylic alcohols under mild conditions, catalyzed by in situ generated copper hydride ligated with (R)-DTBM-C3*-TunePhos. α-Brominated cycloalkenones were reduced with excellent enantioselectivities of up to 98% ee, while substrates that were without α-substituents were reduced chemoselectively, with moderate enantioselectivities.
Persistent Identifierhttp://hdl.handle.net/10722/315102
ISI Accession Number ID
WOS:000684033200013

 

DC FieldValueLanguage
dc.contributor.authorSHI, Y-
dc.contributor.authorWang, J-
dc.contributor.authorYin, Q-
dc.contributor.authorZhang, X-
dc.contributor.authorChiu, P-
dc.date.accessioned2022-08-05T09:40:14Z-
dc.date.available2022-08-05T09:40:14Z-
dc.date.issued2021-
dc.identifier.citationOrg. Lett. , 2021, v. 23, p. 5658-5663-
dc.identifier.urihttp://hdl.handle.net/10722/315102-
dc.description.abstractWe report an asymmetric 1,2-reduction of cyclic α,β-unsaturated ketones to access various enantiomerically enriched cyclic allylic alcohols under mild conditions, catalyzed by in situ generated copper hydride ligated with (R)-DTBM-C3*-TunePhos. α-Brominated cycloalkenones were reduced with excellent enantioselectivities of up to 98% ee, while substrates that were without α-substituents were reduced chemoselectively, with moderate enantioselectivities.-
dc.languageeng-
dc.publisherAmerican Chemical Society. -
dc.relation.ispartofOrg. Lett. -
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in [JournalTitle], copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [insert ACS Articles on Request author-directed link to Published Work, see http://pubs.acs.org/page/policy/articlesonrequest/index.html].-
dc.titleCopper-Catalyzed Enantioselective 1,2-Reduction of Cycloalkenones-
dc.typeArticle-
dc.identifier.emailChiu, P: pchiu@hku.hk-
dc.identifier.authorityChiu, P=rp00680-
dc.identifier.doi10.1021/acs.orglett.1c01744-
dc.identifier.hkuros335208-
dc.identifier.volume23-
dc.identifier.spage5658-
dc.identifier.epage5663-
dc.identifier.isiWOS:000684033200013-

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