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Síntesis biocatalítica de los macrociclos quirales planos

Christina Gagnon¹, Éric Godin¹, Clémentine Minozzi¹

¹Département de Chimie, Centre for Green Chemistry and Catalysis, Université de Montréal, CP 6128 Station Downtown, Montréal, Québec H3C 3J7, Canada.

Science (New York, N.Y.)

|February 22, 2020

Resumen

Los investigadores desarrollaron un método biocatalítico para crear macrociclos quirales planos con alta selectividad. Este avance simplifica la síntesis de estas moléculas complejas para diversas aplicaciones.

Área de la Ciencia:

Química orgánica
Biocatálisis
Química medicinal

Sus antecedentes:

Los macrociclos son andamios cruciales en los productos farmacéuticos, agroquímicos y la ciencia de los materiales.
El obstáculo estérico en los macrociclos puede bloquear las conformaciones, mejorando la actividad molecular.
La quiralidad plana en los macrociclos a menudo es difícil de predecir y sintetizar selectivamente.

Objetivo del estudio:

Desarrollar una estrategia biocatalítica enantioselectiva y atroposelectiva para la síntesis de macrociclos quirales planos.
Para superar las limitaciones en la predicción y el control de la quiralidad plana durante la síntesis de macrociclos.

Principales métodos:

Se ha empleado un enfoque biocatalítico para la formación de macrociclos.
Utilizó bloques de construcción simples para la síntesis.
Centrado en lograr una alta enantioselectividad y atroposelectividad.

Principales resultados:

Se han sintetizado con éxito macrociclos quirales planos con alta enantioselectividad.
Demostró una estrategia que permite una mayor funcionalidad de los macrociclos.
Estableció un método predecible para impartir quiralidad plana.

Conclusiones:

La estrategia biocatalítica reportada ofrece un método sólido para acceder a los macrociclos quirales planos.
Este enfoque simplifica la síntesis de estructuras macrocíclicas complejas con estereoquímica controlada.
La metodología permite la creación de diversos macrociclos quirales planos funcionalizados para diversas aplicaciones.

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