A highly stereoselective synthesis of Z-1,2-dialkylvinylsilanes from acylsilane/ylide chemistry

Abstract

The reaction, in the presence of soluble lithium salts, of non-stabilized ylides at low temperature with aliphatic derivatives of acylsilanes gives moderate to good (37–82%) yields of Z-1,2-disubstituted vinylsilanes in excellent (96%) isomeric purities for normal alkyl derivatives. Implications of these results on the mechanistic aspects of the Wittig olefination are discussed