Articles producció científica> Química Física i Inorgànica

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

  • Dades identificatives

    Identificador: imarina:6389300
    Handle: https://hdl.handle.net/20.500.11797/imarina6389300
    Autors:
    Miralles NGómez JKleij AFernández E
    Resum:
    © 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.

  • Altres:

    Autor segons l'article: Miralles N; Gómez J; Kleij A; Fernández E
    Departament: Química Física i Inorgànica
    Autor/s de la URV: Fernández Gutiérrez, Maria Elena / Fernández López, Elena / MIRALLES PRAT, NURIA
    Paraules clau: Copper-mediated sn2¿ Allyl¿boryl coupling Allyl¿alkyl coupling
    Resum: © 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.
    Àrees temàtiques: 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
    Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 15237060
    Adreça de correu electrònic de l'autor: mariaelena.fernandez@urv.cat
    Identificador de l'autor: 0000-0001-9025-1791
    Data d'alta del registre: 2024-08-03
    Versió de l'article dipositat: info:eu-repo/semantics/acceptedVersion
    Enllaç font original: https://pubs.acs.org/doi/10.1021/acs.orglett.7b02947
    URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referència a l'article segons font original: Organic Letters. 19 (22): 6096-6099
    Referència 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 de l'article: 10.1021/acs.orglett.7b02947
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2017
    Tipus de publicació: Journal Publications

  • Paraules clau:

    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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