Author, as appears in the article.: Cardona A; Boutureira O; Castillón S; Díaz Y; Matheu M
Department: Química Analítica i Química Orgànica
URV's Author/s: Boutureira Martín, Omar / Castillón Miranda, Sergio / Díaz Giménez, María Yolanda / Matheu Malpartida, María Isabel
Keywords: Clean water and sanitation
Abstract: Supercritical carbon dioxide (scCO2) is a suitable medium to perform transition metal-free glycosylation reactions in the absence of volatile organic solvents (VOCs) using glycosyl halides as glycosyl donors. The methodology described here 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, with glycosyl chlorides requiring higher temperatures to be activated than glycosyl bromides. Pivaloyl groups act as good CO2-philic units and are shown to be the best choice to obtain good stereoselectivities. The relevance of the fluid nature and supercritical conditions was also evidenced.
Thematic Areas: Química Pollution Medicina veterinaria Medicina ii Materiais Interdisciplinar Green & sustainable science & technology Farmacia Environmental chemistry Engenharias iv Engenharias iii Engenharias ii Ciências biológicas ii Ciências biológicas i Ciências agrárias i Ciência de alimentos Chemistry, multidisciplinary Chemistry Biotecnología Astronomia / física
licence for use: https://creativecommons.org/licenses/by/3.0/es/
Author's mail: omar.boutureira@urv.cat yolanda.diaz@urv.cat maribel.matheu@urv.cat sergio.castillon@urv.cat
Author identifier: 0000-0002-0768-8309 0000-0001-5567-8108 0000-0001-5216-9260 0000-0002-0690-7549
Record's date: 2024-11-16
Papper version: info:eu-repo/semantics/publishedVersion
Link to the original source: https://pubs.rsc.org/en/content/articlelanding/2017/gc/c7gc00722a#!divAbstract
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Green Chemistry. 19 (11): 2687-2694
APA: Cardona A; Boutureira O; Castillón S; Díaz Y; Matheu M (2017). Metal-free and VOC-free O-glycosylation in supercritical CO2. Green Chemistry, 19(11), 2687-2694. DOI: 10.1039/c7gc00722a
Article's DOI: 10.1039/c7gc00722a
Entity: Universitat Rovira i Virgili
Journal publication year: 2017
Publication Type: Journal Publications
Repositori URV