Articles producció científica> Química Física i Inorgànica

Stereoselective Control of the Cu Activation of β,β-Diboryl Acrylates for Allylic Coupling Protocols with Concomitant Lactonization

  • Datos identificativos

    Identificador: imarina:9363284
    Autores:
    Pujol, MMéndez, MFernández, E
    Resumen:
    The key to a successful C-B activation is to discriminate between two geminal boryl moieties that are exposed to the same reaction conditions. Here we describe a stereoselective C-B activation of beta,beta-diboryl acrylates forming exclusively the (Z)-alpha-borylalkenyl copper(I) key intermediate, for subsequent allylic alkylation reactions. The new borylated (Z)-skipped dienoates followed a feasible iodo-lactonization sequence for the preparation of borylated lactone cores, which can be used in drug discovery.
  • Otros:

    Autor según el artículo: Pujol, M; Méndez, M; Fernández, E
    Departamento: Química Física i Inorgànica
    Autor/es de la URV: Fernández Gutiérrez, Maria Elena / Pujol Martí, Mireia
    Palabras clave: Substitution
    Resumen: The key to a successful C-B activation is to discriminate between two geminal boryl moieties that are exposed to the same reaction conditions. Here we describe a stereoselective C-B activation of beta,beta-diboryl acrylates forming exclusively the (Z)-alpha-borylalkenyl copper(I) key intermediate, for subsequent allylic alkylation reactions. The new borylated (Z)-skipped dienoates followed a feasible iodo-lactonization sequence for the preparation of borylated lactone cores, which can be used in drug discovery.
    Áreas temáticas: Química
    Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
    Direcció de correo del autor: mireia.pujol@urv.cat mariaelena.fernandez@urv.cat
    Identificador del autor: 0000-0001-9025-1791
    Versión del articulo depositado: info:eu-repo/semantics/publishedVersion
    Enlace a la fuente original: https://pubs.acs.org/doi/full/10.1021/acs.orglett.3c03640
    Referencia de l'ítem segons les normes APA: Pujol, M., Méndez, M., & Fernández, E. (2024). Stereoselective Control of the Cu Activation of β,β-Diboryl Acrylates for Allylic Coupling Protocols with Concomitant Lactonization. Organic letters, 26(14), 2821–2826. https://doi.org/10.1021/acs.orglett.3c03640
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    DOI del artículo: 10.1021/acs.orglett.3c03640
    Año de publicación de la revista: 2023
    Tipo de publicación: info:eu-repo/semantics/article
  • Palabras clave:

    Química
    Substitution
    Química
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