Issue 2, 2015

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.

Graphical abstract: Direct catalytic cross-coupling of alkenyllithium compounds

Supplementary files

Article information

Article type
Edge Article
Submitted
10 Oct 2014
Accepted
26 Nov 2014
First published
28 Nov 2014
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2015,6, 1394-1398

Author version available

Direct catalytic cross-coupling of alkenyllithium compounds

V. Hornillos, M. Giannerini, C. Vila, M. Fañanás-Mastral and B. L. Feringa, Chem. Sci., 2015, 6, 1394 DOI: 10.1039/C4SC03117B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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