Articles producció científicaQuímica Física i Inorgànica

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

  • Dades identificatives

    Identificador:  imarina:9231944
    Handle: https://hdl.handle.net/20.500.11797/imarina9231944
    Autors:  Sendra, Jana; Reyes, Efraim; Prieto, Liher; Fernandez, Elena; Vicario, Jose L
    Resum:
    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.

  • Altres:

    Autor segons l'article: Sendra, Jana; Reyes, Efraim; Prieto, Liher; Fernandez, Elena; Vicario, Jose L
    Departament: Química Física i Inorgànica
    Autor/s de la URV: Fernández Gutiérrez, Maria Elena
    Paraules clau: Silicon lewis-acid; ring contraction; phosphoric-acid; asymmetric-synthesis; 1,3-dipolar cycloadditions
    Resum: 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.
    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/
    Adreça de correu electrònic de l'autor: mariaelena.fernandez@urv.cat
    Data d'alta del registre: 2025-02-18
    Versió de l'article dipositat: info:eu-repo/semantics/publishedVersion
    Enllaç font original: https://pubs.acs.org/doi/10.1021/acs.orglett.1c03190
    URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referència a l'article segons font original: Organic Letters. 23 (22): 8738-8743
    Referència 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
    DOI de l'article: 10.1021/acs.orglett.1c03190
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2021
    Tipus de publicació: Journal Publications

  • Paraules clau:

    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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