Synthesis of Chiral 3-Piperidin-2-ones and 3-Piperidines via Ni-Catalyzed Reductive Coupling

Herein, an approach to a wide range of chiral 3-substituted δ-lactams from reductive coupling of Csp2-hybridized organohalides and 3-chloro-δ-lactams was described, and the products are versatile precursors for accessing enantioenriched 3-substituted piperidines. The utility of the reaction was highlighted by the economic synthesis of the chiral precursors of Preclamol and Niraparib. Notably, the modified chiral Bilm ligands were found to be the key factor for the reactivity and enantioselectivity.