Articles producció científicaQuímica Analítica i Química Orgànica

Ruthenium-catalyzed cross-metathesis with electron-rich phenyl vinyl sulfide enables access to 2,3-dideoxy-D-ribopyranose ring system donors

  • Identification data

    Identifier:  PC:1158
    Handle: https://hdl.handle.net/20.500.11797/PC1158
    Authors:  Sergio Castillón; Yolanda Díaz; Omar Boutureira; M. Isabel Matheu
    Abstract:
    2,3-Dideoxy-D-ribopyranose units are important ring systems found in nature. Herein, we develop a metal-mediated strategy to form this important scaffold featuring a cross-metathesis reaction of the corresponding sugar-derived hydroxyalkene with electron-rich phenyl vinyl sulfide using commercially available ruthenium-catalysts under microwave irradiation as a key step. The final 2,3-dideoxyhexopyranose ring is generated in a single step upon 6-endo electrophilic cyclization.

  • Others:

    Link to the original source: https://pubs.rsc.org/en/content/articlelanding/2014/ra/c4ra01668h#!divAbstract
    Article's DOI: 10.1039/C4RA01668H
    Journal publication year: 2014
    Entity: Universitat Rovira i Virgili
    Paper version: info:eu-repo/semantics/acceptedVersion
    Record's date: 2015-04-16
    First page: 19794
    URV's Author/s: Sergio Castillón, Yolanda Díaz, Omar Boutureira, MATHEU MALPARTIDA, MARÍA ISABEL
    Department: Química Analítica i Química Orgànica
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Publication Type: Article
    Last page: 19799
    ISSN: 2046-2069
    Author, as appears in the article.: Sergio Castillón, Yolanda Díaz, Omar Boutureira, M. Isabel Matheu
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Research group: Síntesis Orgànica Estereoselectiva
    Thematic Areas: Chemistry