Issue 74, 2018

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

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

Supplementary files

Article information

Article type
Communication
Submitted
10 iyl 2018
Accepted
02 avq 2018
First published
02 avq 2018

Chem. Commun., 2018,54, 10423-10426

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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