Stereocontrolled approach to bromofluoroalkenes and their use for the synthesis of tri- and tetrasubstituted fluoroalkenes

Grégory Landelle; Pier Alexandre Champagne; Xavier Barbeau; Jean François Paquin

doi:10.1021/ol8027412

Stereocontrolled approach to bromofluoroalkenes and their use for the synthesis of tri- and tetrasubstituted fluoroalkenes

Grégory Landelle, Pier Alexandre Champagne, Xavier Barbeau, Jean François Paquin

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

60 Scopus citations

Abstract

(Chemical Equation Presented) An addition/elimination reaction of organolithium reagents to silylated ββf-difluorostyrene derivatives followed by a bromination/ desilicobromination reaction provides a simple and effective synthetic approach to a wide range of bromofluoroalkenes (up to >97/3). In addition, the bromofluoroalkenes can be used in Pd-catalyzed transformations giving access to both tri- and tetrasubstituted fluoroalkenes.

Original language	English (US)
Pages (from-to)	681-684
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	3
DOIs	https://doi.org/10.1021/ol8027412
State	Published - Feb 5 2009
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol8027412

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abstract = "(Chemical Equation Presented) An addition/elimination reaction of organolithium reagents to silylated ββf-difluorostyrene derivatives followed by a bromination/ desilicobromination reaction provides a simple and effective synthetic approach to a wide range of bromofluoroalkenes (up to >97/3). In addition, the bromofluoroalkenes can be used in Pd-catalyzed transformations giving access to both tri- and tetrasubstituted fluoroalkenes.",

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AU - Landelle, Grégory

AU - Champagne, Pier Alexandre

AU - Barbeau, Xavier

AU - Paquin, Jean François

PY - 2009/2/5

Y1 - 2009/2/5

N2 - (Chemical Equation Presented) An addition/elimination reaction of organolithium reagents to silylated ββf-difluorostyrene derivatives followed by a bromination/ desilicobromination reaction provides a simple and effective synthetic approach to a wide range of bromofluoroalkenes (up to >97/3). In addition, the bromofluoroalkenes can be used in Pd-catalyzed transformations giving access to both tri- and tetrasubstituted fluoroalkenes.

AB - (Chemical Equation Presented) An addition/elimination reaction of organolithium reagents to silylated ββf-difluorostyrene derivatives followed by a bromination/ desilicobromination reaction provides a simple and effective synthetic approach to a wide range of bromofluoroalkenes (up to >97/3). In addition, the bromofluoroalkenes can be used in Pd-catalyzed transformations giving access to both tri- and tetrasubstituted fluoroalkenes.

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Stereocontrolled approach to bromofluoroalkenes and their use for the synthesis of tri- and tetrasubstituted fluoroalkenes

Abstract

All Science Journal Classification (ASJC) codes

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