Pd-Catalyzed Dynamic Kinetic Asymmetric Cross-Coupling of Heterobiaryl Bromides with N -Tosylhydrazones.

A dynamic kinetic asymmetric Pd-catalyzed cross-coupling reaction of heterobiaryl bromides with ketone N -tosylhydrazones for the synthesis of heterobiaryl styrenes is described. The combination of Pd(dba) 2 as a precatalyst with a TADDOL-derived phosphoramidite ligand provides the corresponding coupling products in good yields and high enantioselectivities under mild conditions. Racemization-free N -oxidation and N -alkylation of the products allowed us to obtain appealing functionalized axially chiral heterobiaryl derivatives.