Regioselective Copper-Catalyzed Carboxylation of Allylboronates with Carbon Dioxide

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, i...

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Bibliographic Details
Published in:Organic letters 2013-08, Vol.15 (15), p.4034-4037
Main Authors: Duong, Hung A, Huleatt, Paul B, Tan, Qian-Wen, Shuying, Eileen Lau
Format: Article
Language:English
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol4019375