Synthesis of limonoid CDE fragments related to limonin and nimbinim |
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Authors: | A. Ferná ndez-Mateos,P. Herrero Teijó n,R. Rubio Gonzá lez |
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Affiliation: | a Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, Spain b Jodrell Laboratory, Royal Botanic Garden, Kew, Richmond, Surrey, UK |
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Abstract: | A practical, brief and selective synthesis of limonoid CDE fragments from a readily available starting diketone is described. The key step is a cationic electrocyclization promoted by strong acids. In general the methodology has been demonstrated for compounds with sensitive furane and thiophene substituents to obtain diverse substituted indenones. Several of the compounds obtained show significant antifeedant activity against Spodoptera littoralis. |
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Keywords: | Limonoids Nazarov cyclization Antifeedant Nimbinim Limonim |
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