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Direct catalytic cross-coupling of alkenyllithium compounds.

ABSTRACT: A catalytic method for the direct cross-coupling of alkenyllithium reagents with aryl and alkenyl halides is described. The use of a catalyst comprising Pd2(dba)3/XPhos allows for the stereoselective preparation of a wide variety of substituted alkenes in high yields under mild conditions. In addition (1-ethoxyvinyl)lithium can be efficiently converted into substituted vinyl ethers which, after hydrolysis, give readily access to the corresponding methyl ketones in a one pot procedure.

SUBMITTER: Hornillos V

PROVIDER: S-EPMC5811103 | biostudies-literature | 2015 Feb

REPOSITORIES: biostudies-literature

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Direct catalytic cross-coupling of alkenyllithium compounds.

Hornillos Valentín V Giannerini Massimo M Vila Carlos C Fañanás-Mastral Martín M Feringa Ben L BL

Chemical science 20141128 2

A catalytic method for the direct cross-coupling of alkenyllithium reagents with aryl and alkenyl halides is described. The use of a catalyst comprising Pd<sub>2</sub>(dba)<sub>3</sub>/XPhos allows for the stereoselective preparation of a wide variety of substituted alkenes in high yields under mild conditions. In addition (1-ethoxyvinyl)lithium can be efficiently converted into substituted vinyl ethers which, after hydrolysis, give readily access to the corresponding methyl ketones in a one pot ...[more]

PMID: 29560227

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