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
    Authors:
    Pujol, MireiaMendez, MariaFernandez, Elena
    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, Mireia; Mendez, Maria; Fernandez, Elena
    Department: Química Física i Inorgànica
    URV's Author/s: Fernández Gutiérrez, Maria Elena / Pujol Martí, Mireia
    Keywords: Substitution Stereocontrolled approach Esters Electrophilic cyclization Alpha-pyrones Alkynes Alkenes 1,1-diborylalkenes
    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 Physical and theoretical chemistry Organic chemistry Medicina ii Medicina i Materiais Interdisciplinar General medicine Farmacia Ciências biológicas ii Ciências biológicas i Ciências agrárias i Chemistry, organic Biotecnología Biodiversidade Biochemistry
    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
    Record's date: 2025-02-18
    Paper version: info:eu-repo/semantics/publishedVersion
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Paper original source: Organic Letters. 26 (14): 2821-2826
    APA: Pujol, Mireia; Mendez, Maria; Fernandez, Elena (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. DOI: 10.1021/acs.orglett.3c03640
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2024
    Publication Type: Journal Publications
  • Keywords:

    Biochemistry,Chemistry, Organic,Organic Chemistry,Physical and Theoretical Chemistry
    Substitution
    Stereocontrolled approach
    Esters
    Electrophilic cyclization
    Alpha-pyrones
    Alkynes
    Alkenes
    1,1-diborylalkenes
    Química
    Physical and theoretical chemistry
    Organic chemistry
    Medicina ii
    Medicina i
    Materiais
    Interdisciplinar
    General medicine
    Farmacia
    Ciências biológicas ii
    Ciências biológicas i
    Ciências agrárias i
    Chemistry, organic
    Biotecnología
    Biodiversidade
    Biochemistry
  • Documents:

  • Cerca a google

    Search to google scholar