We gratefully acknowledge the Japan Society for the Promotion of Science (JSPS) for the support of this work and for a postdoctoral fellowship to A.H.
1521-3773/asset/2002_left.gif?v=1&s=ac6b0d94a94d7ce7a210002b8096b42feffc0bcf)
1521-3773/asset/2002_right.gif?v=1&s=451042aa3415ae3ad0729984d26dee1866aca82e)
Communication
Chiral Phosphoric Acid Catalyzed Transfer Hydrogenation: Facile Synthetic Access to Highly Optically Active Trifluoromethylated Amines†
Article first published online: 11 JUL 2011
DOI: 10.1002/anie.201103240
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Henseler, A., Kato, M., Mori, K. and Akiyama, T. (2011), Chiral Phosphoric Acid Catalyzed Transfer Hydrogenation: Facile Synthetic Access to Highly Optically Active Trifluoromethylated Amines. Angew. Chem. Int. Ed., 50: 8180–8183. doi: 10.1002/anie.201103240
- †
Publication History
- Issue published online: 17 AUG 2011
- Article first published online: 11 JUL 2011
- Manuscript Received: 12 MAY 2011
Funded by
- Japan Society for the Promotion of Science (JSPS)
Keywords:
- asymmetric catalysis;
- fluorine;
- hydrogenation;
- organocatalysis;
- reductive amination
Amines to an end: Highly optically active α-CF3-functionalized amines can be obtained using metal-free reaction conditions. The method involves the transfer hydrogenation of CF3-substituted ketimines catalyzed by 1 and reductive amination of CF3-substituted ketones. The synthetic utility of this method was demonstrated by the synthesis of a CF3 analogue of NPS R-568. PMP=para-methoxyphenyl.