We thank the Alexander von Humboldt-Foundation (stipend to C.-M.C.) and the NRW Graduate School of Chemistry (stipend to I.C.) for financial support.
Stereospecific Palladium-Catalyzed Decarboxylative C(sp3)C(sp2) Coupling of 2,5-Cyclohexadiene-1-carboxylic Acid Derivatives with Aryl Iodides†
Article first published online: 19 JUL 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 37, pages 8614–8617, September 5, 2011
How to Cite
Chou, C.-M., Chatterjee, I. and Studer, A. (2011), Stereospecific Palladium-Catalyzed Decarboxylative C(sp3)C(sp2) Coupling of 2,5-Cyclohexadiene-1-carboxylic Acid Derivatives with Aryl Iodides. Angew. Chem. Int. Ed., 50: 8614–8617. doi: 10.1002/anie.201103450
- Issue published online: 1 SEP 2011
- Article first published online: 19 JUL 2011
- Manuscript Received: 19 MAY 2011
- asymmetric synthesis;
- Birch reduction.;
- CC bond formation;
- homogeneous catalysis;
Walk on the same side! The title reaction occurs by means of highly stereospecific 1,3-metal migration. The starting carboxylic acids are readily prepared by Birch reduction, and the developed protocol provides an efficient route to enantiomerically pure 5-arylated-1,3-cyclohexadiene derivatives (see scheme).