FORMATION OF α-SILYLVINYLLITHIUM REAGENTS: REACTIONS OF α-SILYL- AND α-STANNYL-VINYLLITHIUMS WITH ALDEHYDES AND KETONES

Article abstract of DOI:10.1016/0022-328X(85)87105-9

The formation of α-trimethylsilylvinyllithium compounds from 1-trimethylsilyl-1-trimethylstannyl-1-alkenes have been studied and their stabilities investigated. α-Trimethylsilyl- and α-trimethylstannyl-vinyllithiums undergo 1,2-addition to aldehydes and non-enolisable ketones, to give silyl- or stannyl-substituted allylic alcohols; α,β-unsaturated ketones, however, undergo 1,4-addition to give homoallylic ketones.