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Synfacts 2008(2): 0111-0111  
DOI: 10.1055/s-2007-992496
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Relay Synthesis of Azadirachtin

Contributor(s): Philip Kocienski
G. E. Veitch, E. Beckmann, B. J. Burke, A. Boyer, S. L. Maslen, S. V. Ley*
University of Cambridge, UK
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Publication History

Publication Date:
23 January 2008 (online)

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Significance

Azadirachtin is an insect antifeedant. A major challenge in this 22-year odyssey was the construction of 16 contiguous stereogenic centers seven of which are quaternary. The excerpt depicted here focuses on the Claisen rearrangment used to construct the congested C8-C14 bond.