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. 2017 Nov 29;15(46):9830-9836.
doi: 10.1039/c7ob02406a.

Highly regioselective gold-catalyzed formal hydration of propargylic gem-difluorides

Jean-Denys Hamel  1 , Tatsuru Hayashi, Mélissa Cloutier, Paul R Savoie, Olivier Thibeault, Meggan Beaudoin, Jean-François Paquin
Affiliations

Highly regioselective gold-catalyzed formal hydration of propargylic gem-difluorides

Jean-Denys Hamel et al. Org Biomol Chem. .

Abstract

Herein, we report a highly regioselective gold-catalyzed formal hydration of propargylic gem-difluorides. Not only does this transformation provide access to versatile fluorinated building blocks that were difficult or hardly possible to access beforehand, but it also represents a rare case of a highly regioselective gold-catalyzed hydroalkoxylation of internal alkynes and puts forward the utility of the difluoromethylene unit as a directing group in catalysis.

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