Ruthenium‐Catalyzed Direct Asymmetric Reductive Amination of Diaryl and Sterically Hindered Ketones with Ammonium Salts and H<sub>2</sub>
Le' an Hu, Yao Zhang, Qingwen Zhang, Qin Yin, Xumu Zhang
Abstract
Abstract A Ru‐catalyzed direct asymmetric reductive amination of ortho ‐OH‐substituted diaryl and sterically hindered ketones with ammonium salts is reported. This method represents a straightforward route toward the synthesis of synthetically useful chiral primary diarylmethylamines and sterically hindered benzylamines (up to 97 % yield, 93–>99 % ee ). Elaborations of the chiral amine products into bioactive compounds and a chiral ligand were demonstrated through manipulation of the removable and convertible ‐OH group.
Topics & Concepts
Steric effectsReductive aminationChemistryRutheniumAminationCatalysisYield (engineering)Amine gas treatingCombinatorial chemistryLigand (biochemistry)Enantioselective synthesisOrganic chemistryAmmoniumMedicinal chemistryReceptorMaterials scienceMetallurgyBiochemistryAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions