We thank Alfred Deege and Heike Hinrichs for HPLC measurements. This work was funded in part by the DFG (priority program “Organocatalysis” SPP1179). Generous support by the Max Planck Society, Novartis (Young Investigator Award to B.L.), the Fonds der Chemischen Industrie (Silver Award to B.L.), and AstraZeneca (Research Award in Organic Chemistry to B.L.) is gratefully acknowledged.
1521-3773/asset/2002_left.gif?v=1&s=ac6b0d94a94d7ce7a210002b8096b42feffc0bcf)
1521-3773/asset/2002_right.gif?v=1&s=451042aa3415ae3ad0729984d26dee1866aca82e)
Communication
Direct Catalytic Asymmetric Three-Component Kabachnik–Fields Reaction†
Article first published online: 2 JUN 2008
DOI: 10.1002/anie.200801173
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Cheng, X., Goddard, R., Buth, G. and List, B. (2008), Direct Catalytic Asymmetric Three-Component Kabachnik–Fields Reaction. Angew. Chem. Int. Ed., 47: 5079–5081. doi: 10.1002/anie.200801173
- †
Publication History
- Issue published online: 16 JUN 2008
- Article first published online: 2 JUN 2008
- Manuscript Received: 11 MAR 2008
Funded by
- DFG
- Max Planck Society
- Novartis
- Fonds der Chemischen Industrie
- AstraZeneca
Keywords:
- asymmetric catalysis;
- chiral phosphoric acid;
- dynamic kinetic resolution;
- hydrophosphonylation;
- organocatalysis
As mimics of α-amino acids, α-amino phosphonates have great promise as antibacterial and anti-HIV agents as well as protease inhibitors. Racemic α-branched aldehydes react, in the presence the new chiral phosphoric acid catalyst 1, directly with p-anisidine (PMPNH2) and a phosphite to furnish β-branched α-amino phosphonates highly diastereoselectively and enantioselectively. Anth=anthracenyl.