These authors contributed equally to this work.
Palladium-Catalyzed Alkoxycarbonylation of Conjugated Dienes under Acid-Free Conditions: Atom-Economic Synthesis of β,γ-Unsaturated Esters†
Article first published online: 1 JUL 2014
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 53, Issue 34, pages 9030–9034, August 18, 2014
How to Cite
Fang, X., Li, H., Jackstell, R. and Beller, M. (2014), Palladium-Catalyzed Alkoxycarbonylation of Conjugated Dienes under Acid-Free Conditions: Atom-Economic Synthesis of β,γ-Unsaturated Esters. Angew. Chem. Int. Ed., 53: 9030–9034. doi: 10.1002/anie.201404563
This research was founded by the Bundesministerium für Bildung und Forschung (BMBF) and the State of Mecklenburg-Vorpommern. We thank Dr. W. Baumann, Dr. D. Michalik, Dr. C. Fisher, S. Buchholz, and S. Schareina for their excellent technical and analytical support. We are grateful to Dr. D. Banerjee for helpful discussions and providing some 1,3-dienes.
- Issue published online: 13 AUG 2014
- Article first published online: 1 JUL 2014
- Manuscript Received: 22 APR 2014
- Bundesministerium für Bildung und Forschung (BMBF)
- P ligands;
- synthetic methods
Carbonylation reactions constitute important methodologies for the synthesis of all kinds of carboxylic acid derivatives. The development of novel and better catalysts for these transformations is of interest for both academic and industrial research. Here, a benign palladium-based catalyst system for the alkoxycarbonylation of conjugated dienes under acid-free conditions has been developed. This atom-efficient transformation provides straightforward access to a variety of β,γ-unsaturated esters in good to excellent yields and often with high selectivities. As an industrially relevant example the (formal) synthesis of dimethyl adipate and ε-caprolactam from 1,3-butadiene is demonstrated.