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Issue 11, 2017
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Recent advances in organocatalytic enantioselective transfer hydrogenation

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Abstract

The organocatalytic reduction of C[double bond, length as m-dash]C and C[double bond, length as m-dash]N double bonds with biomimetic reductants, e.g. Hantzsch 1,4-dihydropyridine esters and benzothiazolines, is reviewed. Very high yields and stereoselectivities have been achieved with a variety of catalysts, including chiral amines, thioureas and phosphoric acids, even with loadings equivalent to those of transition metal-catalyzed reactions in some cases. Reductive amination reactions and the dearomatization of heteroaromatic substrates are the subject of more than one half of the contributions. Of lately, methodologies based on kinetic resolution, cascade reactions involving transfer hydrogenation and the development of novel reductants have become prominent in an area which brings great prospects for the future of target oriented-synthesis.

Graphical abstract: Recent advances in organocatalytic enantioselective transfer hydrogenation

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Publication details

The article was received on 17 Jan 2017, accepted on 16 Feb 2017 and first published on 16 Feb 2017


Article type: Review Article
DOI: 10.1039/C7OB00113D
Org. Biomol. Chem., 2017,15, 2307-2340

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    Recent advances in organocatalytic enantioselective transfer hydrogenation

    A. M. Faísca Phillips and A. J. L. Pombeiro, Org. Biomol. Chem., 2017, 15, 2307
    DOI: 10.1039/C7OB00113D

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