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Title: α,α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds
Authors: Manat Pohmakotr
Kanhokthron Boonkitpattarakul
Winai Ieawsuwan
Suwatchai Jarussophon
Nongnaphat Duangdee
Patoomratana Tuchinda
Vichai Reutrakul
Mahidol University
Thailand Ministry of Science and Technology
Keywords: Biochemistry, Genetics and Molecular Biology;Chemistry;Pharmacology, Toxicology and Pharmaceutics
Issue Date: 19-Jun-2006
Citation: Tetrahedron. Vol.62, No.25 (2006), 5973-5985
Abstract: α,α-Difluoro-α-phenylsulfanyl-α-trimethylsilylmethane (PhSCF2SiMe3) has been demonstrated as an α,α-difluoro-α-phenylsulfanylmethyl carbanion equivalent. gem-Difluorophenylsulfanylmethylation of carbonyl compounds has been successfully achieved by using PhSCF2SiMe3in the presence of TBAF in THF. The adducts have been converted to the corresponding gem-difluoroalkenes by a novel pyrolytic and/or FVP elimination of the β-hydroxy-α-phenylsufinyl derivatives under reduced pressure. © 2006 Elsevier Ltd. All rights reserved.
ISSN: 00404020
Appears in Collections:Scopus 2006-2010

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