Asymmetric Transfer Hydrogenation of Trifluoromethylated Imines to Chiral <i>α</i>‐Trifluoromethylated Amines With Alcohol as The Hydrogen Source
Zheting Wang, Chunhui Yang, Jingchao Chen, Fan Yang, Ruhima Khan, Yong Yang, Xingfang Qiao, Zhimin Su, Baomin Fan
Abstract
Abstract An efficient Pd/Zn co‐catalyzed method for the asymmetric transfer hydrogenation of trifluoromethylated imines to chiral α ‐trifluoromethylated amines using methanol as the hydrogen source has been developed. The reaction showed good substrate scope and the products were obtained in excellent yields (up to 99%) with excellent enantioselectivity. The present methodology was compatible for the synthesis of deuterated chiral α ‐trifluoromethylated amines. On using CD 3 OD as the deuterium source, deuterium incorporation up to 98% was observed without compromising the reaction outcome.
Topics & Concepts
ChemistryTransfer hydrogenationDeuteriumAlcoholEnantioselective synthesisMethanolChirality (physics)OrganocatalysisOrganic chemistryHydrogenCatalysisAsymmetric hydrogenationSubstrate (aquarium)Combinatorial chemistryRutheniumPhysicsOceanographyGeologyChiral symmetry breakingNambu–Jona-Lasinio modelQuarkQuantum mechanicsFluorine in Organic ChemistryAsymmetric Hydrogenation and CatalysisChemical Reactions and Isotopes