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

Maxime R 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

Maxime R Garayt, Jonathan Percy

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

31 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.

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 - 2001

Keywords

dehydrofluorination
metallation
difluoroenol silanes
Allyl trifluoroethyl ethers

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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.",

keywords = "dehydrofluorination, metallation, difluoroenol silanes, Allyl trifluoroethyl ethers ",

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language = "English",

volume = "42",

pages = "6377--6380 ",

journal = "Tetrahedron Letters",

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T1 - A direct and useful route to difluoroacylsilanes and difluoroacylstannanes and their potential for the generation of structurally diverse difluoroketones

AU - Garayt, Maxime R

AU - Percy, Jonathan

PY - 2001

Y1 - 2001

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.

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.

KW - dehydrofluorination

KW - metallation

KW - difluoroenol silanes

KW - Allyl trifluoroethyl ethers

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

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

M3 - Article

SN - 0040-4039

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

Keywords

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