Generous financial support by the MPG and the Fonds der Chemischen Industrie (Kekulé fellowships to H.T. and S.F.) is gratefully acknowledged. We thank the NMR, X-ray, and Chromatography Departments of our Institute for their excellent support, and Umicore AG & Co KG, Hanau, for a gift of noble metal salts.
Enantioselective Gold Catalysis: Opportunities Provided by Monodentate Phosphoramidite Ligands with an Acyclic TADDOL Backbone†
Article first published online: 19 FEB 2010
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 49, Issue 11, pages 1949–1953, March 8, 2010
How to Cite
Teller, H., Flügge, S., Goddard, R. and Fürstner, A. (2010), Enantioselective Gold Catalysis: Opportunities Provided by Monodentate Phosphoramidite Ligands with an Acyclic TADDOL Backbone. Angew. Chem. Int. Ed., 49: 1949–1953. doi: 10.1002/anie.200906550
- Issue published online: 3 MAR 2010
- Article first published online: 19 FEB 2010
- Manuscript Revised: 16 DEC 2009
- Manuscript Received: 20 NOV 2009
- Fonds der Chemischen Industrie
- Umicore AG & Co KG, Hanau
- asymmetric catalysis;
The tail makes the difference: Removing the isopropylidene acetal unit from well-known TADDOL ligands improved the performance of the derived phosphoramidite ligands in asymmetric gold catalysis (see scheme; Ts=4-toluenesulfonyl). X-ray crystallography showed that the binding pocket has an effective threefold symmetry, with through-space interactions between the arene rings of the ligand and the gold center.