A general method for synthesis of trifluoroacetyltrialkyl(aryl)silanes and the Sakurai reaction of fluorinated acylsilanes with allyl silanes

Trifluoroacetyltrialkyl(aryl)silanes, synthetic equivalents of trifluoroacetaldehyde, were prepared in good to moderate yields by reaction of 1,1-difluoro-2-trialkyl(aryl)silyl-2-trimethylsilyloxyethenes with Selectfluor®. Sakurai reaction of fluorinated acylsilanes formed either the α-silylated ketones by means of Brook- and retro-Brook isomerization or, in the absence of Brook isomerization, homoallylic alcohols.