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