THE FIRST EFFICIENT CATALYZED ACYLATION OF ALLYLSILANES

In the presence of catalytic amounts (5 mol %) of BiCl3-3 NaI or BiCl3 -1.5 ZnI2 acylation of allyltrimethylsilane by a variety of acyl chlor ides (RCOCl with R = Me, Et, i-Pr, t-Bu, Ph, 1-adamantyl) proceeded ra pidly at room temperature without decarbonylation of the acyl chloride . Allyl ketones were usually obtained in high yield with little or no isomerization to 1-propenyl ketones. Using (3-methylbut-2-enyl)trimeth ylsilane and Me(2)C=CHCOCl, Artemisia ketone was synthesized in nearly quantitative yield after complete allylic transposition.