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HFC-134a as a fluorinated building block : short syntheses of α-fluoroenones

Bainbridge, J Marie and Corr, Stuart and Kanai, Masatomi and Percy, Jonathan (2000) HFC-134a as a fluorinated building block : short syntheses of α-fluoroenones. Tetrahedron Letters, 41 (6). 971–974. ISSN 0040-4039

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Abstract

1,1,1,2-Tetrafluoroethane (HFC-134a) has been transformed into a range of -fluoroenones via a direct route. Dehydrofluorination/metallation allowed trifluorovinylsilanes to be prepared; these could be converted in situ, or isolated and treated further, with alkyllithium reagents to give difluorovinylsilanes. Fluoride-catalysed addition to aldehydes followed by acidic work-up allowed the isolation of a range of -fluoroenones in two- or three-pots.