Enantioselective Iridium‐Catalyzed Reductive Coupling of Dienes with Oxetanones and N‐Acyl‐Azetidinones Mediated by 2‐Propanol

Abstract

Cyclometallated iridium-PhanePhos complexes generated in situ from [Ir(cod)Cl] 2 and (R)-PhanePhos catalyze 2-propanol-mediated reductive couplings of 2-substituted dienes with oxetanone and Nacyl-azetidinones to form branched homoallylic oxetanols and azetidinols with excellent control of regio-and enantioselectivity without CÀ C cleavage of the strained ring via enantiotopic π-facial selection of transient allyliridium nucleophiles. This work represents the first systematic study of enantioselective additions to symmetric ketones.