Highly Enantioselective and Diastereoselective 1,3-Dipolar Cycloaddition Reactions between Azomethine Imines and 3-Acryloyl-2-oxazolidinone Catalyzed by Binaphthyldiimine−Ni(II) Complexes

We have found the first example of high levels of asymmetric induction (97−74% ee) along with high diastereoselectivity (>99:1−64:36) in dipole-HOMO-/dipolarophile-LUMO-controlled asymmetric 1,3-dipolar cycloaddition reactions between fused azomethine imines and 3-acryloyl-2-oxazolidinone using a chiral BINIM−Ni(II) complex as a chiral Lewis acid catalyst.