Articles producció científica> Química 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
    Authors:
    Sergio CastillónYolanda DíazOmar BoutureiraM. 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:

    Author, as appears in the article.: Sergio Castillón Yolanda Díaz Omar Boutureira M. Isabel Matheu
    Department: Química Analítica i Química Orgànica
    URV's Author/s: Sergio Castillón Yolanda Díaz Omar Boutureira MATHEU MALPARTIDA, MARÍA ISABEL
    Keywords: cross metathesis
    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.
    Research group: Síntesis Orgànica Estereoselectiva
    Thematic Areas: Chemistry Química Química
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 2046-2069
    Author identifier: n/a 0000-0001-5567-8108 0000-0002-0768-8309 0000-0001-5216-9260
    Record's date: 2015-04-16
    Last page: 19799
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://pubs.rsc.org/en/content/articlelanding/2014/ra/c4ra01668h#!divAbstract
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Article's DOI: 10.1039/C4RA01668H
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2014
    First page: 19794
    Publication Type: Article Artículo Article
  • Keywords:

    Ruteni - Catàlisi
    Metàtesi (Química)
    cross metathesis
    Chemistry
    Química
    Química
    2046-2069
  • Documents:

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