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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
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Further Information

Publication History

Publication Date:
15 December 2014 (online)

 
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Key words

Brønsted acids - amines - reductive amination - iron

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.


 

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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