Ontology highlight
ABSTRACT:
SUBMITTER: Pal KB
PROVIDER: S-EPMC8179265 | biostudies-literature | 2020 Dec
REPOSITORIES: biostudies-literature
Pal Kumar Bhaskar KB Guo Aoxin A Das Mrinmoy M Lee Jiande J Báti Gábor G Yip Benjamin Rui Peng BRP Loh Teck-Peng TP Liu Xue-Wei XW
Chemical science 20201216 6
Herein, we devised a method for stereoselective <i>O</i>-glycosylation using an Ir(i)-catalyst which enables both hydroalkoxylation and nucleophilic substitution of glycals with varying substituents at the C3 position. In this transformation, 2-deoxy-α-<i>O</i>-glycosides were acquired when glycals equipped with a notoriously poor leaving group at C3 were used; in contrast 2,3-unsaturated-α-<i>O</i>-glycosides were produced from glycals that bear a good leaving group at C3. Mechanistic studies i ...[more]