These authors contributed equally to this work.
Dirhodium Carboxylates Catalyzed Enantioselective Coupling Reactions of α-Diazophosphonates, Anilines, and Electron-Deficient Aldehydes†
Article first published online: 16 OCT 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 45, pages 11376–11380, November 5, 2012
How to Cite
Zhou, C.-Y., Wang, J.-C., Wei, J., Xu, Z.-J., Guo, Z., Low, K.-H. and Che, C.-M. (2012), Dirhodium Carboxylates Catalyzed Enantioselective Coupling Reactions of α-Diazophosphonates, Anilines, and Electron-Deficient Aldehydes . Angew. Chem. Int. Ed., 51: 11376–11380. doi: 10.1002/anie.201206551
We are thankful for financial support from the University of Hong Kong (University Development Fund), Hong Kong Research Grants Council (HKU 700708P, HKU1/CRF/08), CAS-GJHZ200816 and CAS-Croucher Funding Scheme for Joint Laboratory, and the Areas of Excellence Scheme established under the University Grants Committee of the Hong Kong Special Administrative Region, China (AoE/P- 10/01). We thank Chen Yang (HKU) for the X-ray crystallographic structural determination.
- Issue published online: 30 OCT 2012
- Article first published online: 16 OCT 2012
- Manuscript Received: 14 AUG 2012
- University of Hong Kong
- Hong Kong Research Grants Council. Grant Numbers: HKU 700708P, HKU1/CRF/08
- Hong Kong Special Administrative Region, China. Grant Number: AoE/P- 10/01
- asymmetric catalysis;
- diazo compounds;
Chiral dirhodium carboxylate complexes ([Rh2(S-PTAD)4] or [Rh2(S-PTTL)4], see scheme) efficiently catalyze asymmetric three-component coupling reactions of α-diazophosphonates, anilines, and electron-deficient aldehydes to give α-amino-β-hydroxyphosphonates. The high level of enantiocontrol provides evidence for the intermediacy of metal-bound ammonium ylide in the product-forming step.