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Issue 6, 2017
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Iridium-catalyzed asymmetric hydrogenation of cyclic iminium salts

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Abstract

An enantioselective hydrogenation of cyclic iminium salts has been successfully realized by employing [Ir(COD)Cl]2 and chiral diphosphine ligands as catalyst, furnishing chiral N-alkyl tetrahydroisoquinolines and N-alkyl tetrahydro-β-carbolines with up to 96% ee and 88% ee, respectively. The hydrogenation provides a direct, simple and efficient protocol toward chiral tertiary amines. Meanwhile, asymmetric hydrogenation at the gram scale was also conducted smoothly without loss of reactivity and enantioselectivity.

Graphical abstract: Iridium-catalyzed asymmetric hydrogenation of cyclic iminium salts

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Publication details

The article was received on 22 Jan 2017, accepted on 23 Feb 2017 and first published on 24 Feb 2017


Article type: Research Article
DOI: 10.1039/C7QO00060J
Citation: Org. Chem. Front., 2017,4, 1125-1129
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    Iridium-catalyzed asymmetric hydrogenation of cyclic iminium salts

    Y. Ji, G. Feng, M. Chen, L. Shi, H. Du and Y. Zhou, Org. Chem. Front., 2017, 4, 1125
    DOI: 10.1039/C7QO00060J

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