Abstract
The reaction of (CH 3) 3SiC(Cl)=CRR′ (R = R′ = H; R = H, R′ = CH 3; R = R′ = CH 3; R = R′ = C 6H 5) with organolithium, reagents was examined. Alkenylsilanes of structure (CH 3) 3SiCHCH-alkyl were obtained from (CH 3) 3SiC(Cl)CH 2 and alkyllithium reagents. Substrates with R or R′ ≠ H inhibited addition of the organolithium species to the double bond and led to products derived from chlorinelithium exchange (R = R′ = C 6H 5) or proton abstraction from an allylic methyl site (R = H, R′ = CH 3; R = R′ = CH 3).
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