Iridium‐Catalyzed Intermolecular Asymmetric Allylic Amination with Pyridones

Abstract

Abstract We report herein a catalytic synthetic method for enantioenriched N ‐substituted pyridones. By employing chiral iridium catalyst generated from the Carreira [P/olefin] ligand, intermolecular asymmetric allylic amination of allyl alcohols with pyridones proceeded smoothly with excellent chemo‐, regio‐ and enantioselectivities (>19:1 N / O , >19:1 b/l and ≥89% ee). The reaction was a kinetic resolution process under mild conditions and displayed a broad substrate scope for both pyridones and allylic alcohols. The potential of this method was demonstrated by a gram‐scale reaction with only 0.6 mol% catalyst loading and diverse transformations of the amination products to useful skeletons. magnified image