Recent Advance in the β‐Stereoselective Synthesis of 2‐Deoxy Glycosides

Q Zhang, H Dong - Asian Journal of Organic Chemistry, 2024 - Wiley Online Library
Compounds containing a 2‐deoxy β‐glycoside linkage play important roles in carbohydrate
chemistry, serving as potential therapies with significant biological properties. From the …

Recent advances in stereocontrolled mannosylation: Focus on glycans comprising acidic and/or amino sugars

C Alex, AV Demchenko - The Chemical Record, 2021 - Wiley Online Library
The main focus of this review is to describe accomplishments made in the stereoselective
synthesis of β‐linked mannosides functionalized with carboxyls or amines/amides. These …

Dynamic Kinetic Stereoselective Glycosylation via RhII and Chiral Phosphoric Acid‐Cocatalyzed Carbenoid Insertion to the Anomeric OH Bond for the Synthesis of …

J Wu, P Jia, R Kuniyil, P Liu, W Tang - Angewandte Chemie, 2023 - Wiley Online Library
Chemical synthesis of glycoconjugates is essential for studying the biological functions of
carbohydrates. We herein report an efficient approach for the stereoselective synthesis of …

Synthesis of Salmonella enteritidis Antigenic Tetrasaccharide Repeating Unit by Employing Cationic Gold(I)-Catalyzed Glycosylation Involving Glycosyl N-1,1 …

PB Gurung, G Shine, J Zhu - The Journal of Organic Chemistry, 2024 - ACS Publications
Synthesis of an antigenic tetrasaccharide repeating unit of the O-polysaccharide of
Salmonella enteritidis lipopolysaccharide has been accomplished. Those four …

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 …

2, 3-Carbamate mannosamine glycosyl donors in glycosylation reactions of diacetone-d-glucose. An experimental and theoretical study

L Morelli, L Legnani, S Ronchi, L Confalonieri… - Carbohydrate …, 2021 - Elsevier
The role of the cyclic 2, 3-N, O-carbamate protecting group in directing the selectivity of
mannosylation reactions of diacetone-d-glucose, promoted by BSP/Tf 2 O via α-triflate …

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 …

Synthesis of 2, 3-diazido-2, 3-dideoxy-β-d-mannosides and 2, 3-diazido-2, 3-dideoxy-β-d-mannuronic acid via stereoselective anomeric O-alkylation

R Banjara, P Thapa, SH Kela, F Wu, J Zhu - Carbohydrate Research, 2024 - Elsevier
Abstract Stereoselective synthesis of 2, 3-diazido-2, 3-dideoxy-β-d-mannosides has been
accomplished via Cs 2 CO 3-mediated anomeric O-alkylation of 2, 3-diazido-2, 3-dideoxy-β …

Synthesis of 2-Amino-2-deoxy-β-d-mannosides via Stereoselective Anomeric O-Alkylation of 2N,3O-Oxazolidinone-Protected d-Mannosamine: Synthesis of the Trisaccharide …

BR Bhetuwal, F Wu, PP Acharya, P Thapa, J Zhu - Organic letters, 2023 - ACS Publications
Cesium carbonate-mediated stereoselective anomeric O-alkylation of a 2 N, 3 O-
oxazolidinone-protected d-mannosamine with sugar-derived primary or secondary alkyl …

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 …