This work was supported financially by TH research grant TH-01/07-1 and F. Hoffmann-La Roche. We thank Priv.-Doz. Dr. Martin Karpf and Dr. Paul Spurr (both F. Hoffmann-La Roche, Synthesis and Process Research) for carefully reading this manuscript. Moreover, we are grateful to Paul Seiler (ETHZ) for X-ray crystal structure analysis and Stefan Diethelm (ETHZ) for skillful experimental work during a semester internship.
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Communication
Enantioselective Bimetallic Catalysis of Michael Additions Forming Quaternary Stereocenters†
Article first published online: 27 OCT 2008
DOI: 10.1002/anie.200803539
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Issue
Angewandte Chemie International Edition
Volume 47, Issue 48, pages 9284–9288, November 17, 2008
Additional Information
How to Cite
Jautze, S. and Peters, R. (2008), Enantioselective Bimetallic Catalysis of Michael Additions Forming Quaternary Stereocenters. Angew. Chem. Int. Ed., 47: 9284–9288. doi: 10.1002/anie.200803539
- †
Publication History
- Issue published online: 12 NOV 2008
- Article first published online: 27 OCT 2008
- Manuscript Revised: 22 AUG 2008
- Manuscript Received: 21 JUL 2008
Funded by
- TH. Grant Number: TH-01/07-1
- F. Hoffmann-La Roche
Keywords:
- bimetallic catalysis;
- C
![[BOND]](http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif)
C coupling; - imidazolines;
- Michael addition;
- palladacycles
Robotlike: Low catalyst loadings of a planar-chiral ferrocenyl bispalladacycle are sufficient to catalyze the Michael addition of trisubstituted α-cyanoacetates to enones with excellent yields (TONs up to 2450) and high enantioselectivity. The reaction proceeds by a cooperative bimetallic mechanism and is superior to previous methods relying on soft Lewis acid catalysts.