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Construcción de arilborones axialmente quirales a través de la borilación atroposelectiva de Miyaura

Kai Yang¹, Yanfei Mao¹, Jie Xu¹

¹Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, Fujian 350108, China.

Journal of the American Chemical Society

|June 28, 2021

Resumen

Los investigadores desarrollaron un nuevo método para crear arilborones ópticamente activos utilizando la borilación de Miyaura atroposelectiva. Este avance en la química de la quiralidad axial C-B ofrece una ruta catalítica directa a valiosos compuestos quirales.

Área de la Ciencia:

Química orgánica
Química del organoboron
Síntesis asimétrica

Sus antecedentes:

La química quiral central del boro está bien establecida.
La química quiral axial de C-B está subdesarrollada y presenta desafíos sintéticos significativos.

Objetivo del estudio:

Desarrollar la primera reacción de borilación de Miyaura atroposelectiva para sintetizar arilborones atropisoméricos ópticamente activos.
Establecer un método catalítico directo para crear compuestos quirales axialmente C-B.

Principales métodos:

Utilizó la borilación atroposelectiva de Miyaura de los bromoarenos.
Se utilizan reactivos de diboro no simétricos en un proceso catalítico.

Principales resultados:

Se ha logrado la síntesis catalítica directa de arilborones atropisoméricos ópticamente activos.
Se ha demostrado un amplio alcance de la reacción en el sustrato.
Se obtienen productos de alto rendimiento con buenas enantioselectividades.

Conclusiones:

Estableció con éxito el primer método catalítico para la borilación atroposelectiva de Miyaura.
Este trabajo abre nuevas vías para la síntesis de moléculas quirales axialmente C-B.

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