These authors contributed equally to this work.
Formation of Quaternary Centers by Copper-Catalyzed Asymmetric Conjugate Addition of Alkylzirconium Reagents†
Article first published online: 18 JUN 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 31, pages 7995–7999, July 29, 2013
How to Cite
Sidera, M., Roth, P. M. C., Maksymowicz, R. M. and Fletcher, S. P. (2013), Formation of Quaternary Centers by Copper-Catalyzed Asymmetric Conjugate Addition of Alkylzirconium Reagents . Angew. Chem. Int. Ed., 52: 7995–7999. doi: 10.1002/anie.201303202
The authors thank the EPSRC for generous support of this research in the form of a Career Acceleration Fellowship to S.F. (EP/H003711/1). We are grateful to Prof. A. Alexakis for GC analysis of 3 b and Dr. B. Odell for assistance with the NMR experiments.
- Issue published online: 23 JUL 2013
- Article first published online: 18 JUN 2013
- Manuscript Revised: 25 APR 2013
- Manuscript Received: 16 APR 2013
- EPSRC. Grant Number: EP/H003711/1
- Michael addition;
- synthetic methods;
Pure and simple: Alkylzirconocenes generated in situ from simple alkenes are used in highly enantioselective copper-catalyzed 1,4-addition reactions to trisubstituted cyclic enones to generate quaternary centers. These reactions operate at room temperature under a range of conditions and tolerate many functional groups. Cp=cyclopentadienyl, Tf=trifluoromethanesulfonyl.