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Synthesis and application of axially chiral biscarbolines with functional N-O and sulfone for 1,2-transfer hydrogenations of ketimines
Institution:1. College of Pharmacy, Hebei University, Baoding, 071002, China;2. College of Medicine, Hebei University, Baoding, 071002, China;1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics (CAS), and University of the Chinese Academy of Sciences, PR China;2. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education Hangzhou Normal University, No 1378, Wenyi West Road, Science Park of HZNU, Hangzhou 311121, PR China
Abstract:A series of axially chiral biscarboline-based sulfones were synthesized from l-tryptophane and applied for enantioselective 1,2-transfer hydrogenations of ketimines using trichlorosilane. The catalyst 4e, which had a tertiary butyl group, exhibited a good conversion and high enantioselectivities up to 96%ee in the series of reactions.
Keywords:Axially chiral biscarboline-based  Transfer hydrogenation  Trichlorosilane  Ketimine
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