Hydrogen Bond Catalyzed Direct Reductive Amination of Ketones

Dirk Menche,* Jorma Hassfeld, Jun Li, Gerd Menche, Antje Ritter, and Sven Rudolph
Gesellschaft fr Biotechnologische Forschung mbH, Medzinische Chemie, Mascheroder Weg 1, D-38124 Braunschweig, Germany
Org. Lett., 2006, 8 (4), pp 741–744
DOI: 10.1021/ol053001a
Publication Date (Web): January 26, 2006
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, dme05@gbf.de

Abstract

Abstract Image

A novel, biomimetic concept for the direct reductive amination of ketones is described that relies on selective imine activation by hydrogen bond formation. The mild, acid- and metal-free process requires only catalytic amounts of thiourea as hydrogen bond donor and utilizes the Hantzsch ester for transfer hydrogenation. The method allows the efficient synthesis of structurally diverse amines.

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History

  • Published In Issue February 16, 2006
  • Received December 12, 2005

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