Stereoselective gold(I)-catalyzed approach to the synthesis of complex α-glycosyl phosphosaccharides.

ABSTRACT: Glycosyl phosphosaccharides represent a large and important family of complex glycans. Due to the distinct nature of these complex molecules, efficient approaches to access glycosyl phosphosaccharides are still in great demand. Here, we disclose a highly efficient and stereoselective approach to the synthesis of biologically important and complex α-glycosyl phosphosaccharides, employing direct gold(I)-catalyzed glycosylation of the weakly nucleophilic phosphoric acid acceptors. In this work, the broad substrate scope is demonstrated with more than 45 examples, including glucose, xylose, glucuronate, galactose, mannose, rhamnose, fucose, 2-N₃-2-deoxymannose, 2-N₃-2-deoxyglucose, 2-N₃-2-deoxygalactose and unnatural carbohydrates. Here, we show the glycosyl ph

SUBMITTER: Zhang X 

PROVIDER: S-EPMC8776814 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature