Generation of magnesium carbenoids from 1-chloroalkyl phenyl sulfoxides with a Grignard reagent and applications to alkylation and olefin synthesis

T Satoh, A Kondo, J Musashi

Index: Satoh, Tsuyoshi; Kondo, Atsushi; Musashi, Jun Tetrahedron, 2004 , vol. 60, # 25 p. 5453 - 5460

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Citation Number: 43

Abstract

Treatment of 1-chloroalkyl phenyl sulfoxides with a Grignard reagent at low temperature gave magnesium carbenoids in quantitative yields. The generated magnesium carbenoids were found to be stable at lower than− 60° C for long periods of time and are reactive with Grignard reagents to give alkylated products. The reaction of the generated magnesium carbenoids with various kinds of lithium α-sulfonyl carbanions gave olefins with carbon– ...