Fluorotrifluoromethyl Group Installation: Tetrasubstituted Tertiary Stereocenters Containing C–F and C–CF3 Bonds via Copper-Mediated Allylic Substitution

Tetrasubstituted tertiary centers containing a fluorotrifluoromethyl(FTF) motif were obtained from secondary 3-fluoro-3-trifluoromethylallylic phosphates by a copper(I)-mediated allylic substitution reactionusing Grignard reagents. The reaction features a broad substrate scope,high & gamma;-regioselectivity, and excellent (E)-stereoselectivity.Two examples of chirality transfer from enantiopure secondary fluorine-substitutedallylic phosphates to the corresponding scalemic products indicatethe stereoselective potential of the method to install FTF stereocenters.