Financial support from the European Research Council (ERC AdG 247014), the Swedish Research Council, the Berzelii Centre EXSELENT, the Knut and Alice Wallenberg Foundation, and the Wenner-Gren Foundation (Y.D.) is gratefully acknowledged.
Control of Selectivity in Palladium-Catalyzed Oxidative Carbocyclization/Borylation of Allenynes†
Article first published online: 17 MAY 2013
© 2013 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution Non-Commercial NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.
Angewandte Chemie International Edition
Volume 52, Issue 24, pages 6283–6287, June 10, 2013
How to Cite
Deng, Y., Bartholomeyzik, T. and Bäckvall, J.-E. (2013), Control of Selectivity in Palladium-Catalyzed Oxidative Carbocyclization/Borylation of Allenynes. Angew. Chem. Int. Ed., 52: 6283–6287. doi: 10.1002/anie.201301167
- Issue published online: 5 JUN 2013
- Article first published online: 17 MAY 2013
- Manuscript Received: 8 FEB 2013
- Funded Access
- European Research Council
- ERC. Grant Number: AdG 247014
- Swedish Research Council
- Berzelii Centre EXSELENT
- Knut and Alice Wallenberg Foundation
- Wenner-Gren Foundation
In control: A highly selective carbocyclization/borylation of allenynes with bis(pinacolato)diboron (B2pin2) under palladium catalysis and with p-benzoquinone (BQ) as the oxidant was developed. The use of either LiOAc⋅2 H2O with 1,2-dichloroethane (DCE) as the solvent or BF3⋅Et2O together with THF is crucial for the selective formation of borylated trienes and vinylallenes, respectively.