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.
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Communication
A Highly Practical and Enantioselective Reagent for the Allylation of Aldehydes†
Article first published online: 21 FEB 2003
DOI: 10.1002/anie.200390252
© 2002 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
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
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Publication History
- Issue published online: 21 FEB 2003
- Article first published online: 21 FEB 2003
- Manuscript Received: 24 OCT 2002
Keywords:
- aldehydes;
- allylation;
- 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.