Regioselective copper-catalyzed carboxylation of allylboronates with carbon dioxide

Regioselective copper-catalyzed carboxylation of allylboronates with carbon dioxide

Organic Letters

10.1021/ol4019375

closed

http://dx.doi.org/10.1021/ol4019375

Shuying Eileen Lau, Hung A. Duong, Paul B. Huleatt, Qian-Wen Tan

18 July 2013

Duong, H. A.; Huleatt, P. B.; Tan, Q. W.; Lau, S. Y. E., Regioselective copper-catalyzed carboxylation of allylboronates with carbon dioxide. Organic Letters 2013, 15, (15), p 4034-4037.

In the presence of a Cu(I)/NHC catalyst, the reactions of allylboronic pinacol esters with CO2 (1 atm) are highly regioselective, giving exclusively the more substituted β,γ-unsaturated carboxylic acids in most cases. A diverse array of substituted carboxylic acids can be prepared via this method, including compounds featuring all-carbon quaternary centers.

PublisherCopyrights

Financial support for this work was provided by A*STAR, Singapore.

This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright©American Chemistry Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/ol4019375.

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