Catalytic Enantioselective Cyano-Trifluoromethylation of Styrenes

摘要

Reported herein is the catalytic enantioselective cyano-trifluoromethylation of styrenes allowing a straightforward preparation of a new structural class of fluorine-containing compounds. We demonstrate that the desired transformation can be successfully realized using catalytic system of Cu(II)/chiral bidentate bis(oxazoline) ligand, TMS-CN and Togni reagents, as sources of the CN and CF3 groups, respectively. Preliminary results strongly suggest synthetic potential of this method as the target cyano-trifluoromethylated products can be generally obtained with high chemical yields (59-90%) and excellent enantiomeric purity (91-98% ee).