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Stereoselective synthesis of a 12-acetoxyazadiradione analogue |
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| Authors: | Alfonso Fernández-Mateos Gustavo Pascual Coca Rosa Rubio González |
| Institution: | Dpto. Química Orgánica, Facultad de C. Químicas, Universidad de Salamanca, Plaza de los Caídos1-5, Salamanca 37008, Spain |
| Abstract: | The synthesis of the 12-acetoxy enone 15 related to the limonoid azadiradione has been achieved in 12 steps (16% overall yield) starting from tricyclic diester 1. The key steps involve intramolecular 1,3-dipolar cycloaddition of a nitrile oxide and a Stille coupling reaction of a vinyl iodide with a stannylfuran. |
| Keywords: | Limonoids Antifeedant Azadiradione 1 3-Dipolar cycloaddition Stille coupling |
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