Synthesis and application of axially chiral biscarbolines with functional N-O and sulfone for 1,2-transfer hydrogenations of ketimines

Yongfei Xing,Shijie Wu,Mengxian Dong,Jie Wang,Li Liu,Hua-Jie Zhu

Published 2019 in Tetrahedron

ABSTRACT

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.

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