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Issue 5, 2013
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Asymmetric trienamine catalysis: new opportunities in amine catalysis

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Abstract

Amine catalysis, through HOMO-activating enamine and LUMO-activating iminium-ion formation, is receiving increasing attention among other organocatalytic strategies, for the activation of unmodified carbonyl compounds. Particularly, the HOMO-raising activation concept has been applied to the greatest number of asymmetric transformations through enamine, dienamine, and SOMO-activation strategies. Recently, trienamine catalysis, an extension of amine catalysis, has emerged as a powerful tool for synthetic chemists with a novel activation strategy for polyenals/polyenones. In this review article, we discuss the initial developments of trienamine catalysis for highly asymmetric Diels–Alder reactions with different dienophiles and emerging opportunities for other types of cycloadditions and cascade reactions.

Graphical abstract: Asymmetric trienamine catalysis: new opportunities in amine catalysis

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Publication details

The article was received on 26 Aug 2012, accepted on 13 Nov 2012 and first published on 13 Nov 2012


Article type: Emerging Area
DOI: 10.1039/C2OB26681D
Org. Biomol. Chem., 2013,11, 709-716

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    Asymmetric trienamine catalysis: new opportunities in amine catalysis

    I. Kumar, P. Ramaraju and N. A. Mir, Org. Biomol. Chem., 2013, 11, 709
    DOI: 10.1039/C2OB26681D

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