An Efficient and Practical Method for the Enantioselective Synthesis of Tertiary Trifluoromethyl Carbinols

Abstract

Abstract An efficient sulfinamide/olefin based chiral ligand, MetSulfolefin , has been developed for the enantioselective rhodium‐catalysed addition of aryl‐boronic acids to trifluoromethyl ketones. This shelf‐stable ligand is insensitive to air, oxygen and moisture, and it is obtained in only two high yielding steps from cheap commercially available ( R )‐ tert ‐butanesulfinamide. The new ligand tolerates the use of hindered boronic acids and leads to the formation of a series of chiral trifluoromethyl‐substituted tertiary carbinols in high yields and excellent enantioselectivities (up to >99% ee). magnified image