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The seriatim Cu(I) activation of 1,1,1′,1′-tetrapinacolborylethane to prospective ring closing

  • Datos identificativos

    Identificador: imarina:9329484
    Autores:
    González SDel Carratore DMaza RJFernández E
    Resumen:
    The synthesis and characterization of 1,1,1′1′-tetrapinacolborylethane is conducted to study the functionalization of that densely borylated small molecules through Cu-catalyzed coupling with allyl halides. A second Cu-catalyzed allylic alkylation of the homoallyl triboronate products gave access to mixed dihomoallyl diboronates. The intramolecular concatenated allylic alkylation version produced methylenecyclopentane-1,2-dipinacolboronic ester with 2:1 diastereoselection on the trans-diastereoisomer.
  • Otros:

    Autor según el artículo: González S; Del Carratore D; Maza RJ; Fernández E
    Departamento: Química Física i Inorgànica
    Autor/es de la URV: Fernández Gutiérrez, Maria Elena / González Morán, Sara / Maza Quiroga, Ricardo José
    Palabras clave: Trans-methylenecyclopentane-1,2-diol Tetrapinacolborylethane Coupling Copper Allylic alkylation
    Resumen: The synthesis and characterization of 1,1,1′1′-tetrapinacolborylethane is conducted to study the functionalization of that densely borylated small molecules through Cu-catalyzed coupling with allyl halides. A second Cu-catalyzed allylic alkylation of the homoallyl triboronate products gave access to mixed dihomoallyl diboronates. The intramolecular concatenated allylic alkylation version produced methylenecyclopentane-1,2-dipinacolboronic ester with 2:1 diastereoselection on the trans-diastereoisomer.
    Áreas temáticas: Organic chemistry
    Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
    Direcció de correo del autor: sara.gonzalez@urv.cat ricardojose.maza@estudiants.urv.cat ricardojose.maza@estudiants.urv.cat mariaelena.fernandez@urv.cat
    Identificador del autor: 0000-0002-7309-8956 0000-0001-9025-1791
    Fecha de alta del registro: 2024-08-03
    Versión del articulo depositado: info:eu-repo/semantics/publishedVersion
    Enlace a la fuente original: https://www.sciencedirect.com/science/article/pii/S2666951X23000116
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referencia al articulo segun fuente origial: Tetrahedron Chem. 8
    Referencia de l'ítem segons les normes APA: González S; Del Carratore D; Maza RJ; Fernández E (2023). The seriatim Cu(I) activation of 1,1,1′,1′-tetrapinacolborylethane to prospective ring closing. Tetrahedron Chem, 8(), -. DOI: 10.1016/j.tchem.2023.100045
    DOI del artículo: 10.1016/j.tchem.2023.100045
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2023
    Tipo de publicación: Journal Publications
  • Palabras clave:

    Organic Chemistry
    Trans-methylenecyclopentane-1,2-diol
    Tetrapinacolborylethane
    Coupling
    Copper
    Allylic alkylation
    Organic chemistry
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