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

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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

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Publication details

The article was received on 22 Feb 2017, accepted on 08 Mar 2017, published on 08 Mar 2017 and first published online on 08 Mar 2017


Article type: Paper
DOI: 10.1039/C7OB00442G
Citation: Org. Biomol. Chem., 2017, Advance Article
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    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, Advance Article , DOI: 10.1039/C7OB00442G

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