Articles producció científica> Química Analítica i Química Orgànica

Gold(I)-Catalyzed Intermolecular Aryloxyvinylation with Acetylene Gas

  • Identification data

    Identifier: imarina:9326625
    Authors:
    Medina-Gil, TSadurní, AHammarback, LAEchavarren, AM
    Abstract:
    Acetylene gas isan important feedstock for chemical production,although it is underutilized in organic synthesis. We have developedan intermolecular gold(I)-catalyzed alkyne/alkene reaction of o-allylphenols with acetylene gas that gives rise to chromanesby a stereospecific aryloxycyclization through the nucleophilic regioselectiveopening of cyclopropyl gold(I)-carbene intermediates. The syntheticapplication of this method was demonstrated in the late-stage functionalizationof the natural product lapachol.
  • Others:

    Author, as appears in the article.: Medina-Gil, T; Sadurní, A; Hammarback, LA; Echavarren, AM
    Department: Química Analítica i Química Orgànica
    URV's Author/s: ECHAVARREN PABLOS, ANTONIO / Sadurní Parera, Anna
    Keywords: Gold catalysis Enantioselectivecatalysis Chromanes Aryloxycyclization Alkynes Alkenes Acetylene 2+2 cycloaddition
    Abstract: Acetylene gas isan important feedstock for chemical production,although it is underutilized in organic synthesis. We have developedan intermolecular gold(I)-catalyzed alkyne/alkene reaction of o-allylphenols with acetylene gas that gives rise to chromanesby a stereospecific aryloxycyclization through the nucleophilic regioselectiveopening of cyclopropyl gold(I)-carbene intermediates. The syntheticapplication of this method was demonstrated in the late-stage functionalizationof the natural product lapachol.
    Thematic Areas: Química Materiais Interdisciplinar General chemistry Engenharias ii Ciências agrárias i Chemistry, physical Chemistry (miscellaneous) Chemistry (all) Catalysis Astronomia / física
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Author's mail: anna.sadurni@urv.cat antoniomaria.echavarren@urv.cat
    Author identifier: 0000-0002-6418-7930
    Record's date: 2024-08-03
    Papper version: info:eu-repo/semantics/publishedVersion
    Link to the original source: https://pubs.acs.org/doi/10.1021/acscatal.3c02461
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Acs Catalysis. 13 (16): 10751-10755
    APA: Medina-Gil, T; Sadurní, A; Hammarback, LA; Echavarren, AM (2023). Gold(I)-Catalyzed Intermolecular Aryloxyvinylation with Acetylene Gas. Acs Catalysis, 13(16), 10751-10755. DOI: 10.1021/acscatal.3c02461
    Article's DOI: 10.1021/acscatal.3c02461
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2023
    Publication Type: Journal Publications
  • Keywords:

    Catalysis,Chemistry (Miscellaneous),Chemistry, Physical
    Gold catalysis
    Enantioselectivecatalysis
    Chromanes
    Aryloxycyclization
    Alkynes
    Alkenes
    Acetylene
    2+2 cycloaddition
    Química
    Materiais
    Interdisciplinar
    General chemistry
    Engenharias ii
    Ciências agrárias i
    Chemistry, physical
    Chemistry (miscellaneous)
    Chemistry (all)
    Catalysis
    Astronomia / física
  • Documents:

  • Cerca a google

    Search to google scholar