The authors thank the Institut de Chimie des Substances Naturelles, the China Scholarship Council, and the University of Paris Sud for grants to K.Y., Y.Z., and P.A.
Helicenes with Embedded Phosphole Units in Enantioselective Gold Catalysis†
Article first published online: 6 DEC 2013
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 53, Issue 3, pages 861–865, January 13, 2014
How to Cite
Yavari, K., Aillard, P., Zhang, Y., Nuter, F., Retailleau, P., Voituriez, A. and Marinetti, A. (2014), Helicenes with Embedded Phosphole Units in Enantioselective Gold Catalysis. Angew. Chem. Int. Ed., 53: 861–865. doi: 10.1002/anie.201308377
- Issue published online: 8 JAN 2014
- Article first published online: 6 DEC 2013
- Manuscript Received: 25 SEP 2013
- Institut de Chimie des Substances Naturelles
- China Scholarship Council
- University of Paris Sud
- asymmetric catalysis;
This paper discloses the first uses of phosphahelicenes as chiral ligands in transition-metal catalysis. Unlike all known helical phosphines used so far in catalysis, the phosphorus function of phosphahelicenes is embedded in the helical structure itself. This crucial structural feature originates unprecedented catalytic behaviors and efficiency. An appropriate design and fine tuning allowed both high catalytic activity and good enantiomeric excesses to be attained in the gold promoted cycloisomerizations of N-tethered 1,6-enynes and dien-ynes.