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Funcionalización del enlace doble C(sp3)-H mediada por un proceso secuencial de desplazamiento/ciclización de

Keiji Mori¹, Kazuki Kurihara, Shinnosuke Yabe

¹Department of Chemistry, Faculty of Science, Gakushuin University , Mejiro, Toshima-ku, Tokyo 171-8588, Japan.

Journal of the American Chemical Society

|February 26, 2014

Resumen

Este estudio introduce dos nuevos métodos para la funcionalización del enlace doble C(sp(3)) -H utilizando desplazamiento secuencial de hidruro y ciclización. Estas reacciones construyen eficientemente complejos esqueletos moleculares bicíclicos y tricíclicos.

Área de la Ciencia:

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

Sus antecedentes:

La funcionalización del enlace C-H es un área clave en la química sintética.
El desarrollo de nuevos métodos para crear estructuras moleculares complejas es crucial.

Objetivo del estudio:

Para describir dos nuevas reacciones de funcionalización de enlaces dobles C(sp(3)) -H.
Para demostrar la construcción de esqueletos tricíclicos biciclo[3.2.2]nonanos y lineales.

Principales métodos:

Utilizando un proceso secuencial de desplazamiento/ciclización de hidruro.
Empleando secuencias específicas de desplazamiento de hidruro ([1,6]/[1,5] y [1,4]/[1,5]) para controlar la reactividad.

Principales resultados:

Construcción exitosa del esqueleto de biciclo[3.2.2]nonano a través de una secuencia de desplazamiento de [1,6]- y [1,5]-hidruro.
Síntesis eficiente de un esqueleto tricíclico lineal a través de desplazamientos secuenciales de [1,4]- y [1,5]-hidruro.

Conclusiones:

Los métodos descritos ofrecen nuevas vías para la construcción de esqueletos complejos.
Estas reacciones amplían el conjunto de herramientas para la funcionalización de C (((sp (((3)) -H en la síntesis orgánica.

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