Issue 11, 2017

Recent advances in organocatalytic enantioselective transfer hydrogenation

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

Article information

Article type
Review Article
Submitted
17 Sun 2017
Accepted
16 Yan 2017
First published
16 Yan 2017

Org. Biomol. Chem., 2017,15, 2307-2340

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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