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Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Enantioselective Synthesis of Chiral Fluorinated Amines via Manganese-Catalyzed Asymmetric Hydrogenation
Xin-Hu Hu1, Kai-Kai Zheng1, Hang Yin1
1College of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang 110142, China.
Abstract:
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.
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