Articles producció científica> Química Física i Inorgànica

Copper-Mediated SN2′ Allyl-Alkyl and Allyl-Boryl Couplings of Vinyl Cyclic Carbonates

  • Datos identificativos

    Identificador: imarina:6389300
    Handle: https://hdl.handle.net/20.500.11797/imarina6389300
    Autores:
    Miralles NGómez JKleij AFernández E
    Resumen:
    © 2017 American Chemical Society. A method for the copper-catalyzed borylmethylation and borylation of vinyl cyclic carbonates through an SN2′ mechanism is reported. These singular reactions involve selective SN2′ allylic substitutions with concomitant ring opening of the cyclic carbonate and with extrusion of CO2 and formation of a useful hydroxyl functionality in a single step. The stereoselectivity of the homoallylic borylation and allylic borylation processes can be controlled, and synthetically useful unsaturated (E)-pent-2-ene-1,5-diols and (E)-but-2-ene-1,4-diols are accessed.

  • Otros:

    Autor según el artículo: Miralles N; Gómez J; Kleij A; Fernández E
    Departamento: Química Física i Inorgànica
    Autor/es de la URV: Fernández Gutiérrez, Maria Elena / Fernández López, Elena / MIRALLES PRAT, NURIA
    Palabras clave: Copper-mediated sn2¿ Allyl¿boryl coupling Allyl¿alkyl coupling
    Resumen: © 2017 American Chemical Society. A method for the copper-catalyzed borylmethylation and borylation of vinyl cyclic carbonates through an SN2′ mechanism is reported. These singular reactions involve selective SN2′ allylic substitutions with concomitant ring opening of the cyclic carbonate and with extrusion of CO2 and formation of a useful hydroxyl functionality in a single step. The stereoselectivity of the homoallylic borylation and allylic borylation processes can be controlled, and synthetically useful unsaturated (E)-pent-2-ene-1,5-diols and (E)-but-2-ene-1,4-diols are accessed.
    Áreas temáticas: 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
    Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 15237060
    Direcció de correo del autor: mariaelena.fernandez@urv.cat
    Identificador del autor: 0000-0001-9025-1791
    Fecha de alta del registro: 2024-08-03
    Versión del articulo depositado: info:eu-repo/semantics/acceptedVersion
    Enlace a la fuente original: https://pubs.acs.org/doi/10.1021/acs.orglett.7b02947
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referencia al articulo segun fuente origial: Organic Letters. 19 (22): 6096-6099
    Referencia de l'ítem segons les normes APA: Miralles N; Gómez J; Kleij A; Fernández E (2017). Copper-Mediated SN2′ Allyl-Alkyl and Allyl-Boryl Couplings of Vinyl Cyclic Carbonates. Organic Letters, 19(22), 6096-6099. DOI: 10.1021/acs.orglett.7b02947
    DOI del artículo: 10.1021/acs.orglett.7b02947
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2017
    Tipo de publicación: Journal Publications

  • Palabras clave:

    Biochemistry,Chemistry, Organic,Organic Chemistry,Physical and Theoretical Chemistry
    Copper-mediated sn2¿
    Allyl¿boryl coupling
    Allyl¿alkyl coupling
    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

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