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New organic activators for the enantioselective reduction of aromatic imines with trichlorosilane
Authors:Osamu Onomura  Fumiaki Iwasaki
Institution:a Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan
b Tsukuba Research Laboratory, Tokuyama Corporation, 40 Wadai, Tsukuba 300-4247, Japan
Abstract:N-Picolinoyl-(2S)-(diphenylhydroxymethyl)pyrrolidine was found to work as an organic activator in the reduction of aromatic imines to the corresponding amines by Cl3SiH. The highest selectivity was 80% ee. These are the first data showing that N-formyl group is not always essential as N-protecting group of pyrrolidine derivatives for the reduction of imines by Cl3SiH.
Keywords:Organocatalysis  Asymmetric reduction  Imines  Optically active amines
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