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Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins

Cite this: J. Am. Chem. Soc. 2020, 142, 4, 1780–1785
Publication Date (Web):January 21, 2020
https://doi.org/10.1021/jacs.9b13305
Copyright © 2020 American Chemical Society

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    Abstract

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    The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.

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