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Chemistry. 2013 May 3;19(19):6014-20. doi: 10.1002/chem.201204427. Epub 2013 Mar 7.

Achieving vinylic selectivity in Mizoroki-Heck reaction of cyclic olefins.

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1
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371.

Abstract

In Heck reactions of cyclic olefins, the products usually have aryl groups that end up at the allylic and/or homoallylic position. We herein report new selectivity that adds aryl groups to the vinylic position. Cyclic olefins of various ring size worked well. The desired isomers were produced by palladium-hydride-catalyzed isomerization of the initial products. Thus, a specific catalyst must be used so that it can perform two jobs under one set of reaction conditions.

PMID:
23471848
DOI:
10.1002/chem.201204427
[Indexed for MEDLINE]
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