4.8 Article

Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 142, Issue 4, Pages 1780-1785

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b13305

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Funding

  1. Loughborough University
  2. CARA
  3. EPSRC CO2Chem Grand Challenge Network

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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, beta-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 beta,beta-trisubstituted alkenes, in a highly regioselective manner.

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