We thank A. J. Boersma for useful discussions and for providing the substrates, and the NRSC-Catalysis for financial support.
DNA-Based Catalytic Enantioselective Michael Reactions in Water†
Article first published online: 30 OCT 2007
Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 46, Issue 48, pages 9308–9311, December 10, 2007
How to Cite
Coquière, D., Feringa, Ben L. and Roelfes, G. (2007), DNA-Based Catalytic Enantioselective Michael Reactions in Water. Angew. Chem. Int. Ed., 46: 9308–9311. doi: 10.1002/anie.200703459
- Issue published online: 5 DEC 2007
- Article first published online: 30 OCT 2007
- Manuscript Received: 31 JUL 2007
- asymmetric catalysis;
- Michael addition
High, but not dry: A highly enantioselective Michael reaction in water has been developed by using a simple DNA-based catalyst. Enantioselectivities of up to 99 % ee could be obtained by using nitromethane and dimethyl malonate as the nucleophiles and α,β-unsaturated 2-acylimidazoles as the Michael acceptors. The reactions can be performed on a preparative scale and the catalyst can be recycled.