Kinetic Resolution of Morita-Baylis-Hillman Adducts by 1,4-Addition

Abstract

The rhodium-catalyzed 1,4-addition of boronic acids (Hiyashi-Miyaura reaction) has become one of the most efficient enantioselective carbon-carbon bond-forming reactions (see Review below). The use of α,α,β-trisubstituted alkenes is still exceedingly rare. The authors show that, by using a chiral sulfinamide/alkene hybrid ligand, chiral racemic Morita-Baylis-Hillman adducts could undergo a rhodium-catalyzed conjugate addition-kinetic resolution.