Trimethylsilylacetic acid dianion: application to organic synthesis

Abstract

Trimethylsilylacetic acid readily forms the dianion (2) providing highly efficient routes to α-trimethylsilylcarboxylic acids, α,β-unsaturated acids, and α-trimethylsilyl-γ-butyrolactones; the latter can then be converted into α-ylidene-γ-butyrolactones, α-bromo-γ-butyrolactones and γ-butyrolactones.