Iridium-catalyzed intramolecular asymmetric allylic amination of anthranilic acid derivatives: enantioselective construction of chiral benzodiazepinones

Abstract

The intramolecular asymmetric allylic amination of anthranilic acid-derived allylic carbonates was realized for the first time in high yield (up to 99%) with good enantioselectivities (up to 97% ee) using an iridium catalyst with the chiral-bridged biphenyl phosphoramidite ligand L1, which efficiently accesses a class of chiral benzodiazepinones with broad tolerance to different substituents, further demonstrating the powerful capability of chiral-bridged biphenyl phosphoramidite ligands in asymmetric catalysis.