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Alquilación desaminante catalítica selectiva del sitio de las olefinas no activadas

Shang-Zheng Sun¹, Ciro Romano¹, Ruben Martin^1,2

¹Institute of Chemical Research of Catalonia (ICIQ) , The Barcelona Institute of Science and Technology , Av. Països Catalans 16 , 43007 Tarragona , Spain.

Journal of the American Chemical Society

|October 1, 2019

Resumen

Un nuevo método catalítico permite la alquilación de olefinas no activadas en condiciones suaves. Este enfoque crea eficientemente enlaces carbono-carbono, útiles para la síntesis de moléculas complejas y la funcionalización en etapa tardía.

Área de la Ciencia:

Química orgánica
Catálisis
Metodología sintética

Sus antecedentes:

La formación de enlaces carbono-carbono es crucial en la síntesis orgánica.
La alquilación de las olefinas no activadas sigue siendo un reto.
Es muy deseable desarrollar métodos catalíticos selectivos y suaves.

Objetivo del estudio:

Desarrollar un nuevo protocolo de alquilación desaminativa catalítica.
Para permitir la formación de enlaces carbono-carbono sp3-sp3.
Para lograr una alta selectividad del sitio con olefinas no activadas.

Principales métodos:

Reacción de alquilación desaminativa y catalítica.
Olefinas no activadas utilizadas, incluido el etileno.
Las condiciones de reacción investigadas para la optimización.

Principales resultados:

Se ha logrado una alquilación eficiente de varias olefinas no activadas.
Se ha demostrado una exquisita selectividad del sitio para las α-olefinas y las olefinas internas.
Se ha empleado con éxito etileno como sustrato.

Conclusiones:

Establecido una nueva plataforma catalítica para la formación de enlaces C-C.
El protocolo ofrece condiciones suaves y un amplio alcance de sustrato.
Permite la funcionalización desafiante en etapa tardía de moléculas complejas.

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