Abstract
In the presence of a Lewis acid (AlCl 3, InCl 3, GaCl 3), acyl chlorides react with allyltrimethylsilane to give the corresponding allyl ketones, CH 2CHCH 2COR, in good yields. Substituted allylsilanes, synthesized by 1,4-disilylation of conjugated dienes, give a similar reaction. The electrophilic substitution of SiMe 3 by a COR group occurs with allylic rearrangement and therefore silylated β,γ-ethylenic ketones, ▪, are obtained. In most cases the allylic ketones prepared isomerize easily to the corresponding conjugated ketones; ketones having the formula CH 2CHCH 2COR lead uniquely to the trans-,propenylketones, MeCHCHCOR.
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