We gratefully acknowledge the many co-workers who have worked on this project and the EPSRC (G.E.V. and A.B.), Alexander von Humboldt Foundation (E.B.), and Novartis (S.V.L.) for generous funding.
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Communication
Synthesis of Azadirachtin: A Long but Successful Journey†
Article first published online: 30 JUL 2007
DOI: 10.1002/anie.200703027
Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Veitch, Gemma E., Beckmann, E., Burke, Brenda J., Boyer, A., Maslen, Sarah L. and Ley, Steven V. (2007), Synthesis of Azadirachtin: A Long but Successful Journey. Angew. Chem. Int. Ed., 46: 7629–7632. doi: 10.1002/anie.200703027
- †
Publication History
- Issue published online: 28 SEP 2007
- Article first published online: 30 JUL 2007
- Manuscript Received: 7 JUL 2007
Funded by
- EPSRC
- Alexander von Humboldt Foundation
- Novartis
Keywords:
- azadirachtin;
- Claisen rearrangement;
- epoxidation;
- radical cyclization;
- total synthesis
22 Years in the making: Azadirachtin (1) was synthesized for the first time by a highly convergent approach, utilizing a Claisen rearrangement and a radical cyclization as key steps. End-game strategies relied on intermediate 2, which could be obtained by synthetic methods as well as by degradation of 1. Bn=benzyl, TBS=tert-butyldimethylsilyl.