Publication:
Stereoselective synthesis of naturally occurring α-methylenebis-γ-butyrolactones: An application of novel oxiranyl "remote" anions

dc.contributor.authorJ. Lertvorachonen_US
dc.contributor.authorY. Thebtaranonthen_US
dc.contributor.authorT. Thongpanchangen_US
dc.contributor.authorP. Thongyooen_US
dc.contributor.otherMahidol Universityen_US
dc.date.accessioned2018-09-07T09:39:40Z
dc.date.available2018-09-07T09:39:40Z
dc.date.issued2001-06-29en_US
dc.description.abstractStereospecific deprotonation of the epoxy proton at the β-position of the α,β-epoxy esters 5 and 6 yielded oxiranyl "remote" anions 7 and 8, which could then be used for alkylation. The anions 7 and 8 underwent a consecutive aldol lactonization to give, respectively, epoxy lactones 11 and 13 with high stereoselectivity. Generation of the remote anions as well as their stereoselective reactions served as a new synthetic route to the naturally occurring α-methylenebis-γ-butyrolactones, 1.en_US
dc.identifier.citationJournal of Organic Chemistry. Vol.66, No.13 (2001), 4692-4694en_US
dc.identifier.doi10.1021/jo010259fen_US
dc.identifier.issn00223263en_US
dc.identifier.other2-s2.0-0035967750en_US
dc.identifier.urihttps://repository.li.mahidol.ac.th/handle/20.500.14594/26508
dc.rightsMahidol Universityen_US
dc.rights.holderSCOPUSen_US
dc.source.urihttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=0035967750&origin=inwarden_US
dc.subjectChemistryen_US
dc.titleStereoselective synthesis of naturally occurring α-methylenebis-γ-butyrolactones: An application of novel oxiranyl "remote" anionsen_US
dc.typeArticleen_US
dspace.entity.typePublication
mu.datasource.scopushttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=0035967750&origin=inwarden_US

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