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Indium- and zinc-mediated allylation of difluoroacetyltrialkylsilanes in aqueous media |
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| Authors: | Woo Jin ChungSeiichiro Higashiya Yukiko ObaJohn T Welch |
| Affiliation: | Department of Chemistry, University at Albany, State University of New York, 1400 Washington Ave., Albany, NY 12222, USA |
| Abstract: | 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. |
| Keywords: | difluoroacetyltrialkylsilane allylation homoallylic alcohol Brook rearrangement silyl enol ether indium zinc |
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