Journal of organometallic chemistry

Sulfone reagents in organic synthesis: VI. Sulfonyl-and silyl-substituted hydrocarbons as versatile carbanion precursors in organic synthesis

JJ Eisch, M Behrooz, SK Dua

Index: Eisch, John J.; Behrooz, Mohammad; Dua, Suresh K. Journal of Organometallic Chemistry, 1985 , vol. 285, p. 121 - 136

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Citation Number: 56

Abstract

Abstract The basic organometallic chemistry of β-silyl-substituted acetylenic, vinylic and alkyl sulfones has been investigated, with attention being given to metallation, carbometallation and the chemical reduction of carbon—carbon unsaturation. 2-Trimethylsilylvinyl and 2- trimethylsilylalkyl sulfones underwent smooth and stereoselective lithiation with RLi on the carbon α to the sulfonyl group. Carbometallation of vinyl sulfones could be achieved with ...