Enantioselective Synthesis of Chiral Fluorinated Amines via Manganese-Catalyzed Asymmetric Hydrogenation

作者：Xin‐Hu Hu, Kai-Kai Zheng, Hang Yin, Yahui Wang, Run-Qiao Liu, Kangjun Wang, Bo-Han Weng, Mingdong Zhou, Gui‐Xin Cai, Jin Tao Guan, Ying Yang, Junqi Su, Xin‐Dong Jiang, Xiang‐Ping Hu · 发表于：Organic Letters · 年份：2025 · DOI：10.1021/acs.orglett.5c00560 · 被引用次数：5 · 研究领域：Asymmetric Hydrogenation and Catalysis、Fluorine in Organic Chemistry、Asymmetric Synthesis and Catalysis

A highly enantioselective Mn-catalyzed hydrogenation of fluorinated imines has been realized. The success of this hydrogenation is attributed to the use of the chiral ferrocenyl P,N,N ligand bearing an additional chiral center at the pyridinylmethyl position. The hydrogenation displayed broad functional group tolerance, thus furnishing a wide range of optically active fluorinated amines with up to 98% enantiomeric excess. The utility of the methodology has been well-demonstrated by the scale-up of the asymmetric hydrogenation of N -(4′-methoxyphenyl)-ethan-2,2,2-trifluoro-1-phenyl-1-imine.