This work was supported by Grant-in-Aid for Scientific Research on Priority Areas (No. 20037031, “Chemistry of Concerto Catalysis”) from the Ministry of Education, Culture, Sports, Science and Technology (Japan). K.O. acknowledges JSPS for fellowship support.
(E)- and (Z)-β-Borylallylsilanes by Alkyne Silaboration Followed by Regio- and Stereoselective Double-Bond Migration†
Article first published online: 9 NOV 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 52, pages 12501–12504, December 23, 2011
How to Cite
Ohmura, T., Oshima, K. and Suginome, M. (2011), (E)- and (Z)-β-Borylallylsilanes by Alkyne Silaboration Followed by Regio- and Stereoselective Double-Bond Migration. Angew. Chem. Int. Ed., 50: 12501–12504. doi: 10.1002/anie.201106077
- Issue published online: 21 DEC 2011
- Article first published online: 9 NOV 2011
- Manuscript Received: 27 AUG 2011
- Ministry of Education, Culture, Sports, Science and Technology (Japan)
- homogeneous catalysis;
Double take: β-Borylallylsilanes have been synthesized by the regioselective silaboration of terminal alkynes followed by palladium-catalyzed double-bond migration of the resulting β-borylalkenylsilanes (see scheme). The stereoselectivity of the double-bond migration can be controlled by additives, thus leading to the stereocomplementary synthesis of (E)- and (Z)-β-borylallylsilanes.