Synthesis of gem-Difluorinated Hydroxypyrrolidines

J Org Chem. 2017 Mar 17;82(6):3270-3275. doi: 10.1021/acs.joc.6b03033. Epub 2017 Mar 2.

Abstract

A method for the synthesis of 3-hydroxy-4,4-difluoropyrrolidines from α,α-difluoro-β-bromoketones is described. The reaction involves methylenation of the carbonyl group with tetrahydrothiophenium ylide followed by coupling with primary amines.