Author, as appears in the article.: Castillón, S. ; Cardona, A. ; Boutureira, O.; Díaz, Y. ; Matheu, M. I.
Department: Química Analítica i Química Orgànica
URV's Author/s: CASTILLÓN MIRANDA, SERGIO; Cardona, A. ; Boutureira, O.; DÍAZ GIMÉNEZ, MARÍA YOLANDA; MATHEU MALPARTIDA, MARÍA ISABEL
Keywords: Supercritial CO2 glycosylation
Abstract: Supercritical carbon dioxide (scCO2) is a suitable medium to perform transition metal-free glycosylations in the absence of volatile organic solvents (VOCs) using glycosyl halides as glycosyl donors. The methodology here described can be applied for obtaining O-glycosides in a totally green reaction, as well as orthoesters, depending on the reaction conditions. The process is much more sensitive to temperature changes than to pressure modification, glycosyl chlorides requiring higher temperatures to be activated than glycosyl bromides. Pivaloyl groups act as good CO2-philic units and showed to be the best choice to obtain good stereoselectivities. The relevance of the fluid nature and supercritical conditions was also evidenced.
Research group: Síntesis Orgànica Estereoselectiva
Thematic Areas: Chemistry Química Química
licence for use: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 1463-9262
Author identifier: 0000-0002-0690-7549; ; ; 0000-0001-5567-8108; 0000-0001-5216-9260
Record's date: 2018-02-27
Journal volume: 19
Papper version: info:eu-repo/semantics/publishedVersion
Link to the original source: https://pubs.rsc.org/en/content/articlelanding/2017/gc/c7gc00722a#!divAbstract
Funding program: plan; RYC-2015-17705 plan; Excelencia; CTQ2014-58664-R
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Article's DOI: 10.1039/c7gc00722a
Entity: Universitat Rovira i Virgili
Journal publication year: 2017
First page: 2687
Publication Type: Article Artículo Article
Repositori URV