Recent advances in reagent-controlled stereoselective/stereospecific glycosylation

H Yao, MD Vu, XW Liu - Carbohydrate research, 2019 - Elsevier
The formation of O-glycosidic linkage is arguably one of the most important topics in
glycoscience due to the prevalence of O-glycosides in nature. Great efforts have been …

Stereo-and regioselective glycosylation with protection-less sugar derivatives: an alluring strategy to access glycans and natural products

G Báti, JX He, KB Pal, XW Liu - Chemical Society Reviews, 2019 - pubs.rsc.org
In the pursuit of developing potent drug molecules, more efficient and straightforward
procedures are in high demand. The evergrowing interest in carbohydrate-based …

Stereoselective phenylselenoglycosylation of glycals bearing a fused carbonate moiety toward the synthesis of 2-deoxy-β-galactosides and β-mannosides

S Meng, W Zhong, W Yao, Z Li - Organic letters, 2020 - ACS Publications
A phenylselenoglycosylation reaction of glycal derivatives mediated by diphenyl diselenide
and phenyliodine (III) bis (trifluoroacetate) under mild conditions is described …

Glycan assembly strategy: from concept to application

M Liu, X Qin, XS Ye - The Chemical Record, 2021 - Wiley Online Library
Glycans have been hot topics in recent years due to their exhibition of numerous biological
activities. However, the heterogeneity of their natural source and the complexity of their …

β‐Mannosylation through O‐Alkylation of Anomeric Cesium Alkoxides: Mechanistic Studies and Synthesis of the Hexasaccharide Core of Complex Fucosylated N …

S Meng, BR Bhetuwal, H Nguyen, X Qi… - European journal of …, 2020 - Wiley Online Library
Several structurally diverse d‐mannose‐derived lactols, including various deoxy‐d‐
mannoses and conformationally restricted bicyclic d‐mannoses, have been synthesized and …

Stereoselective Synthesis of β-d-Manno-heptopyranoside via Cs2CO3-Mediated Anomeric O-Alkylation: Synthesis of a Tetrasaccharide Repeat Unit of Bacillus …

S Meng, IL Hettiarachchi, BR Bhetuwal… - The Journal of …, 2022 - ACS Publications
Stereoselective synthesis of d-glycero-and l-glycero-β-d-mannoheptosides has been
achieved by cesium carbonate-mediated β-selective anomeric O-alkylation of the …

Stereoselective β‐Mannosylation via Anomeric O‐Alkylation with L‐Sugar‐Derived Electrophiles

IL Hettiarachchi, S Meng, M Chahine… - European journal of …, 2021 - Wiley Online Library
A total synthesis of the trisaccharide repeat unit of Salmonella serogroup E1 O‐antigen is
reported. This synthesis features a key β‐mannosylation reaction through a cesium …

Potassium carbonate-mediated β-selective anomeric O-alkylation with primary electrophiles: Application to the synthesis of glycosphingolipids

IL Hettiarachchi, F Wu, M Stoica, X Li, J Zhu - Tetrahedron letters, 2023 - Elsevier
Stereoselective construction of a variety of β-glycosides can be achieved using abundant
and inexpensive K 2 CO 3-mediated stereoselective anomeric O-alkylation of sugar lactols …

Facile synthesis of sugar lactols via bromine-mediated oxidation of thioglycosides

S Meng, BR Bhetuwal, PP Acharya… - Journal of carbohydrate …, 2019 - Taylor & Francis
Synthesis of a variety of sugar lactols (hemiacetals) has been accomplished in moderate to
excellent yields by using bromine-mediated oxidation of thioglycosides. It was found that …

Studies Undertaken Towards the Total Synthesis of Antifreeze Compounds Based on the Xylomannan Antifreeze from the Alaskan Beetle Upis ceramboides

YJ Lim - 2019 - era.library.ualberta.ca
Biological antifreeze substances are widely found in the tissues of cold-blooded organisms
indigenous to polar environments. Prior to 2009, all these compounds were associated with …