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

MR Garayt; Jonathan Percy

doi:10.1016/S0040-4039(01)01220-5

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

MR Garayt, Jonathan Percy

Chemistry

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30 Citations (Scopus)

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. (C) 2001 Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	6377-6380
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	36
DOIs	https://doi.org/10.1016/S0040-4039(01)01220-5
Publication status	Published - 1 Sept 2001

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10.1016/S0040-4039(01)01220-5

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

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. (C) 2001 Elsevier Science Ltd. All rights reserved.",

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AU - Percy, Jonathan

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N2 - 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. (C) 2001 Elsevier Science Ltd. All rights reserved.

AB - 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. (C) 2001 Elsevier Science Ltd. All rights reserved.

U2 - 10.1016/S0040-4039(01)01220-5

DO - 10.1016/S0040-4039(01)01220-5

M3 - Article

VL - 42

SP - 6377

EP - 6380

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 36

ER -

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

Abstract

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