Acylation of (cyclopropylmethyl) trimethylsilane using RCOCl/AlCl3 (R: saturated hydrocarbon group) constitutes a mild, convenient route to β, γ-unsaturated ketones free from the conjugated isomers. With α, β-unsaturated acyl chlorides a competitive reaction between the CH and C-Si allylic cleavage is observed whereas chloroacetyl chloride affords the γ, δ-ethylenic corresponding ketone. A mechanism involving the catalytic role of HCl in ...
