Articles producció científicaQuímica Analítica i Química Orgànica

Enantioselective Alkoxycyclization of 1

  • Identification data

    Identifier:  imarina:9172962
    Handle: https://hdl.handle.net/20.500.11797/imarina9172962
    Authors:  Martin-Torres, Inmaculada; Ogalla, Gala; Yang, Jin-Ming; Rinaldi, Antonia; Echavarren, Antonio M
    Abstract:
    Chiral gold(I)-cavitand complexes have been developed for the enantioselective alkoxycyclization of 1,6-enynes. This enantioselective cyclization has been applied for the first total synthesis of carbazole alkaloid (+)-mafaicheenamine C and its enantiomer, establishing its configuration as R. The cavity effect was also evaluated in the cycloisomerization of dienynes. A combination of experiments and theoretical studies demonstrates that the cavity of the gold(I) complexes forces the enynes to adopt constrained conformations, which results in the high observed regio- and stereoselectivities.

  • Others:

    Link to the original source: https://onlinelibrary.wiley.com/doi/10.1002/anie.202017035
    APA: Martin-Torres, Inmaculada; Ogalla, Gala; Yang, Jin-Ming; Rinaldi, Antonia; Echavarren, Antonio M (2021). Enantioselective Alkoxycyclization of 1,6-Enynes with Gold(I)-Cavitands: Total Synthesis of Mafaicheenamine C. Angewandte Chemie (International Ed. Print), 60(17), 9339-9344. DOI: 10.1002/anie.202017035
    Paper original source: Angewandte Chemie (International Ed. Print). 60 (17): 9339-9344
    Article's DOI: 10.1002/anie.202017035
    Journal publication year: 2021
    Entity: Universitat Rovira i Virgili
    Paper version: info:eu-repo/semantics/publishedVersion
    Record's date: 2025-02-18
    URV's Author/s: ECHAVARREN PABLOS, ANTONIO / Martín Torres, Inmaculada / Ogalla Estévez, Gala
    Department: Química Analítica i Química Orgànica
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Publication Type: Journal Publications
    Author, as appears in the article.: Martin-Torres, Inmaculada; Ogalla, Gala; Yang, Jin-Ming; Rinaldi, Antonia; Echavarren, Antonio M
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Thematic Areas: Química, Medicina ii, Medicina i, Materiais, Interdisciplinar, General medicine, General chemistry, Farmacia, Engenharias ii, Ciências biológicas iii, Ciências biológicas ii, Ciências biológicas i, Chemistry, multidisciplinary, Chemistry (miscellaneous), Chemistry (all), Chemistry, Catalysis, Astronomia / física
    Author's mail: antoniomaria.echavarren@urv.cat, inmaculada.martin@estudiants.urv.cat, gala.ogalla@estudiants.urv.cat

  • Keywords:

    Total synthesis
    Theoretical study
    Synthesis (chemical)
    Natural product synthesis
    Gold(i) cavitands
    Gold compounds
    Gold complexes
    Enantioselectivity
    Enantioselective
    Cycloisomerizations
    Cyclization
    Cavity effect
    Asymmetric synthesis
    Alkoxycyclization
    6-enynes
    Catalysis
    Chemistry
    Chemistry (Miscellaneous)
    Multidisciplinary
    Química
    Medicina ii
    Medicina i
    Materiais
    Interdisciplinar
    General medicine
    General chemistry
    Farmacia
    Engenharias ii
    Ciências biológicas iii
    Ciências biológicas ii
    Ciências biológicas i
    Chemistry (all)
    Astronomia / física

  • Documents:

    DocumentPrincipal

  • Cerca a google

    Search to google scholar