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Metal-mediated allylations of difluoroacetyltriakylsilanes with various allyl bromides in aqueous media form homoallylic alcohols exclusively. The common Brook rearrangement, carbon to oxygen-silyl migration, is totally suppressed with no detectable formation of silyl enol ether. Influence of solvents on reaction is studied. Reactivity differences between indium and zinc are also described.
Indium-mediated allylations of difluoroacetyltrialkylsilanes in aqueous media give homoallylic alcohols exclusively. The common Brook rearrangement C- to O-silyl group migration is totally suppressed with no detectable formation of enol silyl ethers. The influence of water on the allylation reaction is also described.
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