Organic & Biomolecular Chemistry

The unprecedented reaction of dimethylsulfonium methylide with Michael acceptors: synthesis of 1-substituted vinyl silanes and styrenes

SM Date, R Singh, SK Ghosh

Index: Date, Sonali M.; Singh, Rekha; Ghosh, Sunil K. Organic and Biomolecular Chemistry, 2005 , vol. 3, # 18 p. 3369 - 3378

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Citation Number: 23

Abstract

Rather than the usual cyclopropanation, conditions for an unprecedented elimination reaction from the adduct of dimethylsulfonium methylide and various Michael acceptors have been established leading to functionalized 1-substituted alkenes. In silyl substituted substrates (2a and 2h), where a facile Peterson-type olefination is possible from the adduct; elimination took place instead to give functionalized 1-substituted vinyl silanes. Aryl ...