Synfacts 2015; 11(1): 0070
DOI: 10.1055/s-0034-1379757
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Reductive Amination of Ketones

Contributor(s):
Hisashi Yamamoto
,
Fengtao Zhou
Zhou S, Fleischer S, Jiao H, Junge K, Beller M * Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Germany and Central China Normal University, Wuhan, P. R. of China
Cooperative Catalysis with Iron and a Chiral Brønsted Acid for Asymmetric Reductive Amination of Ketones.

Adv. Synth. Catal. 2014;
356: 3451-3455
Further Information

Publication History

Publication Date:
15 December 2014 (online)

 

Significance

Enantiomerically pure chiral amines are very important building blocks to synthesize numerous pharmaceutical drugs as well as bioactive compounds. The authors report the first iron-catalyzed asymmetric reductive amination of ketones with anilines in the presence of hydrogen, leading to chiral amines in moderate to good yields and good to excellent enantioselectivities.


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Comment

The protocol represents a more convenient, simple and practical method for the synthesis of chiral amines. Interestingly, the combination of the chiral Brønsted acid (TRIP) catalyst and the non-chiral Knölker complex enabled the reductive amination of ketones with anilines in a cooperative manner.


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