HFC-134a as a fluorinated building block

short syntheses of α-fluoroenones

J Marie Bainbridge, Stuart Corr, Masatomi Kanai, Jonathan Percy

Research output: Contribution to journalArticle

24 Citations (Scopus)

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.
Original languageEnglish
Pages (from-to)971–974
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number6
DOIs
Publication statusPublished - 5 Feb 2000

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norflurane
Fluorides
Aldehydes

Keywords

  • fluoroenones
  • aldehydes
  • trifluorovinylsilanes

Cite this

Bainbridge, J Marie ; Corr, Stuart ; Kanai, Masatomi ; Percy, Jonathan. / HFC-134a as a fluorinated building block : short syntheses of α-fluoroenones. In: Tetrahedron Letters. 2000 ; Vol. 41, No. 6. pp. 971–974.
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HFC-134a as a fluorinated building block : short syntheses of α-fluoroenones. / Bainbridge, J Marie; Corr, Stuart; Kanai, Masatomi; Percy, Jonathan.

In: Tetrahedron Letters, Vol. 41, No. 6, 05.02.2000, p. 971–974.

Research output: Contribution to journalArticle

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T1 - HFC-134a as a fluorinated building block

T2 - short syntheses of α-fluoroenones

AU - Bainbridge, J Marie

AU - Corr, Stuart

AU - Kanai, Masatomi

AU - Percy, Jonathan

PY - 2000/2/5

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AB - 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.

KW - fluoroenones

KW - aldehydes

KW - trifluorovinylsilanes

U2 - 10.1016/S0040-4039(99)02184-X

DO - 10.1016/S0040-4039(99)02184-X

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