Publication: α,α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds
Issued Date
2006-06-19
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ISSN
00404020
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2-s2.0-33646549878
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Mahidol University
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SCOPUS
Bibliographic Citation
Tetrahedron. Vol.62, No.25 (2006), 5973-5985
Suggested Citation
Manat Pohmakotr, Kanhokthron Boonkitpattarakul, Winai Ieawsuwan, Suwatchai Jarussophon, Nongnaphat Duangdee, Patoomratana Tuchinda, Vichai Reutrakul α,α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds. Tetrahedron. Vol.62, No.25 (2006), 5973-5985. doi:10.1016/j.tet.2006.04.015 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/23022
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Title
α,α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds
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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.