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Recent advances in organocatalytic enantioselective transfer hydrogenation

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 11, Pages 2307-2340

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob00113d

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Funding

  1. Fundacao para a Ciencia e a Tecnologia (FCT), Portugal [UID/QUI/00100/2013]

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The organocatalytic reduction of C=C and C=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.

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