Highly regioselective anti-markovnikov palladium-borate-catalyzed methoxycarbonylation reactions: unprecedented results for aryl olefins.

Org Lett

Centre for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.

Published: December 2006

[Structure: see text] A general, highly efficient and regioselective methoxycarbonylation, by means of a palladium-salicylicborate-catalyzed protocol, of terminal alkyl and aryl olefins is described. The substrates include aliphatic alkenes, allylbenzenes, and styrene derivatives. The yields are very good (60-92%) and the regioselectivity, in favor of the linear ester, is up to quantitative--unprecedented in the case of styrenes.

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http://dx.doi.org/10.1021/ol062646nDOI Listing

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