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Synthesis 1997; 1997(12): 1381-1383
DOI: 10.1055/s-1997-1365
short paper
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Synthesis of Insect Antifeedants Related to Azadiradione

A. Fernández Mateos* , A. López Barba, G. Pascual Coca, R. Rubio González, C. Tapia Hernández
  • *Departamento de Química Orgánica, Facultad de C. Químicas, Universidad de Salamanca, Salamanca, Spain, Fax +34(23)294574; E-mail: afmateos@gug.usal.es
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Publikationsdatum:
31. Dezember 2000 (online)

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An efficient synthesis of a model insect antifeedant based on the C, D and E rings of the limonoid azadiradione has been developed. (8 steps ≥ 18% overall yield). The key steps were an electrocyclization induced by acids 4 5 and a dyotropic rearrangement from epoxide 7 to ketone 8.

synthesis - antifeedant - limonoids - azadiradione - cationic electrocyclization