Financial support was provided by the Sumitomo Corp. (postdoctoral support of K.K.). We thank Merck Research Laboratories for generous financial support. J.L.L. is a recipient of a Pfizer Award for Creativity in Organic Chemistry.
A Highly Practical and Enantioselective Reagent for the Allylation of Aldehydes†
Article first published online: 21 FEB 2003
© 2002 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 42, Issue 8, pages 946–948, February 24, 2003
How to Cite
Kubota, K. and Leighton, J. L. (2003), A Highly Practical and Enantioselective Reagent for the Allylation of Aldehydes. Angew. Chem. Int. Ed., 42: 946–948. doi: 10.1002/anie.200390252
- Issue published online: 21 FEB 2003
- Article first published online: 21 FEB 2003
- Manuscript Received: 24 OCT 2002
- asymmetric synthesis;
- chiral auxiliaries;
- homoallylic alcohols
Strain at silicon is the key to success of reagent 1 since this strain, which is induced by the diazasilacyclopentane ring, determines its reactivity. This practical and general new reagent for the highly enantioselective allylation of aldehydes is easily prepared as an air-stable solid and may be stored without significant decomposition.