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gem-Difluoromethylation of α- and γ-ketoesters: preparation of gem-difluorinated α-hydroxyesters and γ-butyrolactones

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dc.contributor.authorManat Pohmakotren_US
dc.contributor.authorDuanghathai Panichakulen_US
dc.contributor.authorPatoomratana Tuchindaen_US
dc.contributor.authorVichai Reutrakulen_US
dc.contributor.otherMahidol Universityen_US
dc.date.accessioned2018-08-24T01:40:19Z
dc.date.available2018-08-24T01:40:19Z
dc.date.issued2007-09-17en_US
dc.description.abstractPhSCF2SiMe3has been demonstrated as difluoromethyl carbanion synthon (-CF2H). It reacts chemoselectively with α- and γ-ketoesters at the keto group in the presence of a catalytic amount of TBAF in THF to give the corresponding α-hydroxy ester adducts as well as γ-gem-difluorophenylsulfanylmethylated-γ-butyrolactones in good yields. Reductive cleavage of the phenylsulfanyl group of these products employing Bu3SnH/AIBN gives the corresponding gem-difluoromethylated α-hydroxyesters and γ-butyrolactones in good yields. © 2007 Elsevier Ltd. All rights reserved.en_US
dc.identifier.citationTetrahedron. Vol.63, No.38 (2007), 9429-9436en_US
dc.identifier.doi10.1016/j.tet.2007.06.096en_US
dc.identifier.issn00404020en_US
dc.identifier.other2-s2.0-34547612533en_US
dc.identifier.urihttps://repository.li.mahidol.ac.th/handle/123456789/24118
dc.rightsMahidol Universityen_US
dc.rights.holderSCOPUSen_US
dc.source.urihttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=34547612533&origin=inwarden_US
dc.subjectBiochemistry, Genetics and Molecular Biologyen_US
dc.subjectChemistryen_US
dc.subjectPharmacology, Toxicology and Pharmaceuticsen_US
dc.titlegem-Difluoromethylation of α- and γ-ketoesters: preparation of gem-difluorinated α-hydroxyesters and γ-butyrolactonesen_US
dc.typeArticleen_US
dspace.entity.typePublication
mu.datasource.scopushttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=34547612533&origin=inwarden_US

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