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A direct and useful route to difluoroacylsilanes and difluoroacylstannanes and their potential for the generation of structurally diverse difluoroketones

Garayt, Maxime R and Percy, Jonathan (2001) A direct and useful route to difluoroacylsilanes and difluoroacylstannanes and their potential for the generation of structurally diverse difluoroketones. Tetrahedron Letters, 42 (36). pp. 6377-6380. ISSN 0040-4039

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Abstract

Allyl trifluoroethyl ethers 2a–2d were prepared; each underwent efficient dehydrofluorination/metallation and trapping to afford a range of difluoroenol silanes and stannanes which rearranged easily and efficiently to the acyl metals. Fluoride-mediated benzylation and allylation of an acylsilane, and Stille coupling of the vinyl- and acyl-stannane were achieved in moderate to good yield.