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Una síntesis total asimétrica concisa y concisa de la aspidofitina

K C Nicolaou¹, Stephen M Dalby, Utpal Majumder

¹Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA. kcn@scripps.edu

Journal of the American Chemical Society

|October 16, 2008

Resumen

Este estudio informa de una síntesis total asimétrica eficiente de aspidofitina. Una estrategia convergente que utiliza yoduro de vinilo e indole proporciona la molécula objetivo en seis pasos.

Área de la Ciencia:

Química orgánica es la química orgánica.
Química sintética de la química sintética.

Sus antecedentes:

La Aspidofitina es un producto natural complejo.
El desarrollo de rutas sintéticas eficientes es crucial para acceder a tales moléculas.

Objetivo del estudio:

Para reportar una síntesis total asimétrica de aspidofitina.
Desarrollar una estrategia sintética altamente convergente.

Principales métodos:

Anulación secuencial del yoduro de vinilo 5 con el indole 6.
Aprovechando diferentes modos de reactividad del indol.

Principales resultados:

Aspidophytine sintetizado en el 23% del rendimiento total.
La síntesis se completó en seis pasos a partir del yoduro de vinilo 5.

Conclusiones:

Se ha establecido una ruta práctica y eficiente hacia la aspidofitina.
La estrategia desarrollada destaca la utilidad de la reactividad del indole en la síntesis de moléculas complejas.

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