Tetrahedron

α, α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds

…, K Boonkitpattarakul, W Ieawsuwan, S Jarussophon…

Index: Pohmakotr, Manat; Boonkitpattarakul, Kanhokthron; Ieawsuwan, Winai; Jarussophon, Suwatchai; Duangdee, Nongnaphat; Tuchinda, Patoomratana; Reutrakul, Vichai Tetrahedron, 2006 , vol. 62, # 25 p. 5973 - 5985

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Citation Number: 37

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 PhSCF2SiMe3 in 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 ...