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Síntesis total y validación estructural de la fosdiecina A a través del acoplamiento reductivo asimétrico de
Franco Della-Felice1,2, Ariel M Sarotti3, Michael J Krische2
1Institute of Chemistry , University of Campinas (UNICAMP) , P.O. Box 6154, CEP 13083-970 Campinas , São Paulo , Brazil.
Journal of the American Chemical Society
|August 22, 2019
Resumen
La primera síntesis total de fosdiecina A se logró en sólo 13 pasos. Este nuevo método es la vía más eficiente hasta la fecha para los compuestos de la familia de la fostriecina.
Área de la Ciencia:
- Química orgánica
- Química sintética
- Química medicinal
Sus antecedentes:
- Los compuestos de la familia Fostriecin son productos naturales biológicamente activos.
- Las síntesis anteriores de compuestos relacionados han sido largas y complejas.
Objetivo del estudio:
- Lograr la primera síntesis total y validación estructural de la fosdiecina A.
- Desarrollar una vía sintética más eficiente para los análogos de la fostriecina.
Principales métodos:
- Acoplamiento reductivo asimétrico mediado por alcohol y iridio.
- Síntesis orgánica en varios pasos.
Principales resultados:
- Finalización con éxito de la primera síntesis total de fosdiecina A.
- La síntesis se logró en 13 pasos, estableciendo un nuevo punto de referencia para la eficiencia.
- Se confirmó la validación estructural de la fosdiecina A sintetizada.
Conclusiones:
- La vía sintética desarrollada es la más corta reportada para cualquier miembro de la familia de la fostriecina.
- Este trabajo proporciona una base para la síntesis de diversos análogos de la fostriecina para futuras investigaciones biológicas.
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