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: Hashtag Etiqueta «#» @uroweb @residentesaeu @infoAeu

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: sergio.castillon@urv.cat maribel.matheu@urv.cat yolanda.diaz@urv.cat omar.boutureira@urv.cat

Author identifier: 0000-0002-0690-7549 0000-0001-5216-9260 0000-0001-5567-8108

Record's date: 2023-06-09

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: http://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