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

  • Identification data

    Identifier: imarina:9363284
    Handle: https://hdl.handle.net/20.500.11797/imarina9363284
    Authors:
    Pujol, MMéndez, MFernández, E
    Abstract:
    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.

  • Others:

    Author, as appears in the article.: Pujol, M; Méndez, M; Fernández, E
    Department: Química Física i Inorgànica
    URV's Author/s: Fernández Gutiérrez, Maria Elena / Pujol Martí, Mireia
    Keywords: Substitution
    Abstract: 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.
    Thematic Areas: Química
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Author's mail: mireia.pujol@urv.cat mariaelena.fernandez@urv.cat
    Author identifier: 0000-0001-9025-1791
    Papper version: info:eu-repo/semantics/publishedVersion
    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
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Journal publication year: 2023
    Publication Type: info:eu-repo/semantics/article