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Stereoselective defluorinative carboxylation of gem-difluoroalkenes with carbon dioxide

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Abstract

We report the copper-catalyzed defluorinative carboxylation of gem-difluoroalkenes with CO2. Using cheap and easily available CuI as the catalyst and bis(pinacolatodiboron) as the stoichiometric reductant, the reaction efficiently converts the alkenyl C–F bond to a carboxyl group with complete retention of stereochemistry, thus providing fluoroalkenyl carboxylic acids in good to excellent yields.

Graphical abstract: Stereoselective defluorinative carboxylation of gem-difluoroalkenes with carbon dioxide

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Publication details

The article was received on 21 Jul 2019, accepted on 12 Sep 2019 and first published on 16 Sep 2019


Article type: Research Article
DOI: 10.1039/C9QO00923J
Org. Chem. Front., 2019, Advance Article

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    Stereoselective defluorinative carboxylation of gem-difluoroalkenes with carbon dioxide

    S. Xie, X. Cui, X. Gao, F. Zhou, H. Wu and J. Zhou, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00923J

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