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Issue 74, 2018
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Access towards enantiopure α,α-difluoromethyl alcohols by means of sulfoxides as traceless chiral auxiliaries

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Abstract

A new methodology to access enantiopure α,α-difluoromethyl alcohols is hereby being described. The strategy relies on the use of an enantiopure aryl α,α-difluoromethyl sulfoxide employed as chiral and removable auxiliary for the stereoselective difluoromethylation of carbonyl derivatives. The obtained α,α-difluoro-β-hydroxysulfoxides displayed unprecedented diastereomeric ratios.

Graphical abstract: Access towards enantiopure α,α-difluoromethyl alcohols by means of sulfoxides as traceless chiral auxiliaries

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Publication details

The article was received on 10 Jul 2018, accepted on 02 Aug 2018 and first published on 02 Aug 2018


Article type: Communication
DOI: 10.1039/C8CC05571H
Citation: Chem. Commun., 2018,54, 10423-10426
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    Access towards enantiopure α,α-difluoromethyl alcohols by means of sulfoxides as traceless chiral auxiliaries

    C. Batisse, A. Panossian, G. Hanquet and F. R. Leroux, Chem. Commun., 2018, 54, 10423
    DOI: 10.1039/C8CC05571H

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