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Synfacts 2006(1): 0072-0072  
DOI: 10.1055/s-2005-921713
Bioorganic Chemistry and Organocatalysis
© Georg Thieme Verlag Stuttgart · New York

Brønsted Acid Catalyzed Highly Enantioselective Transfer Hydrogenation of Ketimines

Contributor(s): Benjamin List, Nolwenn J. A. Martin
S. Hoffmann, A. M. Seayad, B. List*
Max-Planck-Institut für Kohlenforschung, Mülheim an der Ruhr, Germany
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Publication History

Publication Date:
16 December 2005 (online)

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Significance

An efficient organocatalytic asymmetric ketimine reduction is described. This reaction is mediated by a phosphoric acid derivative (only 1 mol%) in the presence of a commercially available Hantzsch ester under simple and mild conditions to provide amines in high yields and enantioselectivities. This transfer hydrogenation works well with both aliphatic and aromatic substrates and various functional groups are well tolerated.