Carbon tetrachloride-free allylic halogenation-mediated glycosylations of allyl glycosides

Abstract

Allylic bromination of allyl glycosides is conducted using NBS/AIBN reagents in (EtO)2CO and PhCF3 solutions, free from CCl4 as a solvent. The activated mixed halo-allyl glycosides lead to glycosylations, mediated...

Anomeric alkylations and acylations of unprotected mono- and disaccharides mediated by pyridoneimine in aqueous solutions

“…31 Particularly, O -allyl and O -propargyl glycosides find further direct relevance in glycosylation chemistry. 32–34 The reactions were performed using 1 molar equivalent of the reagent 1 with respect to sugar hexoses and pentoses and the reactions performed in water/MeCN (1 : 1). MeCN as a co-solvent was required in order to solubilize allyl bromide, benzyl bromide and propargyl bromide alkylating agents.…”