Manat PohmakotrDuanghathai PanichakulPatoomratana TuchindaVichai ReutrakulMahidol University2018-08-242018-08-242007-09-17Tetrahedron. Vol.63, No.38 (2007), 9429-9436004040202-s2.0-34547612533https://repository.li.mahidol.ac.th/handle/123456789/24118PhSCF2SiMe3has 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.Mahidol UniversityBiochemistry, Genetics and Molecular BiologyChemistryPharmacology, Toxicology and PharmaceuticsArticleSCOPUS10.1016/j.tet.2007.06.096