This work was supported by Grants-in-Aid for Scientific Research (S and C) from the Ministry of Education, Culture, Sports, Science, and Technology, Japan. We thank Roche Diagnostics K. K., Japan and Amano Enzyme Inc., Japan for the generous gift of the lipases.
A Dynamic Kinetic Resolution of Allyl Alcohols by the Combined Use of Lipases and [VO(OSiPh3)3]†
Article first published online: 17 MAR 2006
Copyright © 2006 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 45, Issue 16, pages 2592–2595, April 10, 2006
How to Cite
Akai, S., Tanimoto, K., Kanao, Y., Egi, M., Yamamoto, T. and Kita, Y. (2006), A Dynamic Kinetic Resolution of Allyl Alcohols by the Combined Use of Lipases and [VO(OSiPh3)3]. Angew. Chem. Int. Ed., 45: 2592–2595. doi: 10.1002/anie.200503765
- Issue published online: 4 APR 2006
- Article first published online: 17 MAR 2006
- Manuscript Revised: 13 JAN 2006
- Manuscript Received: 24 OCT 2005
- allyl alcohols;
- asymmetric synthesis;
- dynamic kinetic resolution;
Mix and match: A new type of dynamic kinetic resolution of racemic allyl alcohols uses a combination of lipases and [VO(OSiPh3)3] (1). The 1,3-transposition of allyl alcohols catalyzed by 1 gave thermodynamic mixtures of two regioisomers, which underwent highly enantio- and chemoselective esterification with lipases. Optically enriched allyl acetates were isolated in high yields.