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Synthesis 1995; 1995(1): 78-82
DOI: 10.1055/s-1995-3850
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2-(Diphenylmethylsilyl)ethyl Phenyl Sulfones as New Vinyl and Isopropenyl Anion Equivalents

Akio Fujii, Hideo Iio, Takashi Tokoroyama*
  • *Faculty of Science, Osaka City University, Sugimoto, Sumiyoshi-ku, Osaka 558, Japan
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Publication Date:
31 December 2000 (online)

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2-(Diphenylmethylsilyl)ethyl phenyl sulfones 4b and 4c have been shown to be highly practical reagents for vinylation and isopropenylation of aldehydes, ketones and epoxides to afford the silyl ethers of the corresponding allylic or homoallylic alcohols in good yield in a one-pot procedure.

vinylation - isopropenylation - β-silylsulfone - silyl migration - desulfination