Articles producció científica> Química Física i Inorgànica

Transannular Enantioselective (3 + 2) Cycloaddition of Cycloalkenone Hydrazones under Brønsted Acid Catalysis

  • Datos identificativos

    Identificador: imarina:9231944
    Handle: https://hdl.handle.net/20.500.11797/imarina9231944
    Autores:
    Sendra, JanaReyes, EfraimPrieto, LiherFernandez, ElenaVicario, Jose L
    Resumen:
    Hydrazones derived from cycloalkenones undergo an enantioselective transannular formal (3 + 2) cycloaddition catalyzed by a chiral phosphoric acid. The reaction provides high yields and excellent stereocontrol in the formation of complex adducts with one or two α-tertiary amine moieties at the ring fusion, and these can be converted into very versatile stereodefined decalin- or octahydro-1H-indene-derived 1,3-diamines through simple reductive N-N cleavage.

  • Otros:

    Autor según el artículo: Sendra, Jana; Reyes, Efraim; Prieto, Liher; Fernandez, Elena; Vicario, Jose L
    Departamento: Química Física i Inorgànica
    Autor/es de la URV: Fernández Gutiérrez, Maria Elena
    Palabras clave: Silicon lewis-acid ring contraction phosphoric-acid asymmetric-synthesis 1,3-dipolar cycloadditions
    Resumen: Hydrazones derived from cycloalkenones undergo an enantioselective transannular formal (3 + 2) cycloaddition catalyzed by a chiral phosphoric acid. The reaction provides high yields and excellent stereocontrol in the formation of complex adducts with one or two α-tertiary amine moieties at the ring fusion, and these can be converted into very versatile stereodefined decalin- or octahydro-1H-indene-derived 1,3-diamines through simple reductive N-N cleavage.
    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/
    Direcció de correo del autor: mariaelena.fernandez@urv.cat
    Identificador del autor: 0000-0001-9025-1791
    Fecha de alta del registro: 2025-02-18
    Versión del articulo depositado: info:eu-repo/semantics/publishedVersion
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referencia al articulo segun fuente origial: Organic Letters. 23 (22): 8738-8743
    Referencia de l'ítem segons les normes APA: Sendra, Jana; Reyes, Efraim; Prieto, Liher; Fernandez, Elena; Vicario, Jose L (2021). Transannular Enantioselective (3 + 2) Cycloaddition of Cycloalkenone Hydrazones under Brønsted Acid Catalysis. Organic Letters, 23(22), 8738-8743. DOI: 10.1021/acs.orglett.1c03190
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2021
    Tipo de publicación: Journal Publications

  • Palabras clave:

    Biochemistry,Chemistry, Organic,Organic Chemistry,Physical and Theoretical Chemistry
    Silicon lewis-acid
    ring contraction
    phosphoric-acid
    asymmetric-synthesis
    1,3-dipolar cycloadditions
    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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