A New Approach for the Synthesis of the Cyclohexene Core of Anthracyclines and Milbemycins
A new synthesis of the cyclohexene core of the anthracyclinesand milbemycins antibiotics is described, using 3-p-nitrobenzoyloxy-3-buten-2-one (9a) as an efficient dienophile in Diels-Alderreactions with substituted dienes. Allylic functionalization andepimerization of the cycloadducts led, in moder...
| Autores: | , , , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2000 |
| País: | México |
| Institución: | Instituto Politécnico Nacional |
| Repositorio: | Redalyc-IPN |
| OAI Identifier: | oai:redalyc.org:47544205 |
| Acceso en línea: | https://www.redalyc.org/articulo.oa?id=47544205 |
| Access Level: | acceso abierto |
| Palabra clave: | Multidisciplinaria (Ciencias Naturales y Exactas) Diels Alder milbemycins anthracyclines cyclohexene core |
| Sumario: | A new synthesis of the cyclohexene core of the anthracyclinesand milbemycins antibiotics is described, using 3-p-nitrobenzoyloxy-3-buten-2-one (9a) as an efficient dienophile in Diels-Alderreactions with substituted dienes. Allylic functionalization andepimerization of the cycloadducts led, in moderate overall yields, tothe corresponding related cyclohexene A-rings of aclacinomycin, aand b-rhodomycins, and the cyclohexene moiety of milbemycins b1and E. |
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