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Síntesis total de (-) -N-metilwelwitindolinona B isotiocianato a través de una estrategia de apertura de anillos de

Nicholas A Weires¹, Evan D Styduhar, Emma L Baker

¹Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.

Journal of the American Chemical Society

|October 3, 2014

Resumen

Los investigadores informan de la primera síntesis total de N-metilwelwitindolinona B isotiocianato. los investigadores informan de la primera síntesis total de N-metilwelwitindolinona B isotiocianato. los investigadores informan de la primera síntesis total de N-metilwelwitindolinona B isotiocianato. los investigadores informan de la primera síntesis total de N-metilwelwitindolinona B isotiocianato. Los pasos clave incluyeron una nueva reacción de apertura de anillo clorinativo para instalar un grupo de cloruro de alquilo.

Área de la Ciencia:

Química orgánica es la química orgánica.
Química sintética de la química sintética.
Química Medicinal La Química Medicinal es el campo de la Química Medicinal.

Sus antecedentes:

El isotiocianato de N-metilwelwitindolinona B es un producto natural complejo con actividad biológica potencial.
La síntesis de tales moléculas complejas presenta desafíos significativos en la química orgánica.

Objetivo del estudio:

Para lograr la primera síntesis total de N-metilwelwitindolinona B isotiocianato.
Desarrollar rutas sintéticas eficientes para productos naturales complejos.

Principales métodos:

Enfoque de síntesis total utilizando formaciones de enlace estratégico.
Reacción de apertura de anillo de clorinación de oxaciclo regioselectiva y diastereoselectiva.
Introducción del motivo clave del cloruro de alquilo.

Principales resultados:

Finalización exitosa de la primera síntesis total de N-metilwelwitindolinona B isotiocianato.
Demostración de un método nuevo y eficaz para la instalación de la fracción de cloruro de alquilo.
Establecimiento de una ruta sintética susceptible a una mayor derivación.

Conclusiones:

La síntesis reportada proporciona acceso a la N-metilwelwitindolinona B isotiocianato.
La metodología desarrollada se puede aplicar a la síntesis de compuestos relacionados.
Este trabajo contribuye al campo de la síntesis de productos naturales y la química medicinal.

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