A broadly applicable stereospecific glycosylation.

ABSTRACT: The development of a general strategy for stereospecific construction of every type of glycosidic linkage remains a much sought-after yet unrealized goal. Such a strategy would be particularly useful in the context of complex glycan syntheses. Glycosylations involving an S_N2 mechanism are ideal to ensure stereospecificity but have been challenging to implement in a manner conferring generality across a range of sugars. Here we disclose a stereospecific glycosylation method that accommodates a broad range of monosaccharides, including hexopyranoses (for example, glucose, galactose, mannose, fucose, alluronate, 2-azido-2-deoxyglucose and 2-azido-2-deoxygalactose) and pentofuranoses (for example, arabinose, ribose, xylose and lyxose). Mild activation with an electrophilic bromine r

SUBMITTER: Zhang Q 

PROVIDER: S-EPMC12463317 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature