Issue 14, 2017

Synthesis of chiral cyclic amines via Ir-catalyzed enantioselective hydrogenation of cyclic imines

Abstract

A highly enantioselective hydrogenation of cyclic imines for synthesis of chiral cyclic amines has been realized. With the complex of iridium and (R,R)-f-spiroPhos as the catalyst, a range of cyclic 2-aryl imines were smoothly hydrogenated under mild conditions without any additive to provide the corresponding chiral cyclic amines with excellent enantioselectivities of up to 98% ee. Moreover, this method could be successfully applied to the synthesis of (+)-(6S,10bR)-McN-4612-Z.

Graphical abstract: Synthesis of chiral cyclic amines via Ir-catalyzed enantioselective hydrogenation of cyclic imines

Supplementary files

Article information

Article type
Paper
Submitted
22 Feb 2017
Accepted
08 Mar 2017
First published
08 Mar 2017

Org. Biomol. Chem., 2017,15, 3006-3012

Synthesis of chiral cyclic amines via Ir-catalyzed enantioselective hydrogenation of cyclic imines

Y. Zhang, D. Kong, R. Wang and G. Hou, Org. Biomol. Chem., 2017, 15, 3006 DOI: 10.1039/C7OB00442G

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