Advances in glycoside and oligosaccharide synthesis

CJ Crawford, PH Seeberger - Chemical Society Reviews, 2023 - pubs.rsc.org
The structural complexity of glycans poses a serious challenge in the chemical synthesis of
glycosides, oligosaccharides and glycoconjugates. Glycan complexity, determined by …

Catalytic glycosylations in oligosaccharide synthesis

MM Nielsen, CM Pedersen - Chemical reviews, 2018 - ACS Publications
Catalytic glycosylation has been a central reaction in carbohydrate chemistry since its
introduction by Fischer 125 years ago, but it is only in the past three to four decades that …

Stereocontrolled 1, 2-cis glycosylation as the driving force of progress in synthetic carbohydrate chemistry

SS Nigudkar, AV Demchenko - Chemical science, 2015 - pubs.rsc.org
Recent developments in stereoselective 1, 2-cis glycosylation that have emerged during the
past decade are surveyed herein. For detailed coverage of the previous achievements in the …

Oligosaccharide synthesis and translational innovation

L Krasnova, CH Wong - Journal of the American Chemical Society, 2019 - ACS Publications
The translation of biological glycosylation in humans to the clinical applications involves
systematic studies using homogeneous samples of oligosaccharides and glycoconjugates …

ortho-Methoxycarbonylethynylphenyl Thioglycosides (MCEPTs): Versatile Glycosyl Donors Enabled by Electron-Withdrawing Substituents and Catalyzed by Gold(I) …

H Liu, ZF Liang, HJ Liu, JX Liao, LJ Zhong… - Journal of the …, 2023 - ACS Publications
With easily accessible and operator-friendly reagents, shelf-stable ortho-
methoxycarbonylethynylphenyl thioglycosides were efficiently prepared. Based on these …

Merging Reagent Modulation and Remote Anchimeric Assistance for Glycosylation: Highly Stereoselective Synthesis of α‐Glycans up to a 30‐mer

Y Zhang, H He, Z Chen, Y Huang, G **ang… - Angewandte …, 2021 - Wiley Online Library
The efficient synthesis of long, branched, and complex carbohydrates containing multiple 1,
2‐cis glycosidic linkages is a long‐standing challenge. Here, we report a merging reagent …

The influence of the electron density in acyl protecting groups on the selectivity of galactose formation

K Greis, S Leichnitz, C Kirschbaum… - Journal of the …, 2022 - ACS Publications
The stereoselective formation of 1, 2-cis-glycosidic bonds is a major bottleneck in the
synthesis of carbohydrates. We here investigate how the electron density in acyl protecting …

Protecting groups in carbohydrate chemistry: influence on stereoselectivity of glycosylations

J Guo, XS Ye - Molecules, 2010 - mdpi.com
Saccharides are polyhydroxy compounds, and their synthesis requires complex protecting
group manipulations. Protecting groups are usually used to temporarily mask a functional …

Semi‐Synthetic Glycoconjugate Vaccine Lead Against Acinetobacter baumannii 17978

J Sianturi, P Priegue, J Hu, J Yin… - Angewandte Chemie …, 2022 - Wiley Online Library
Acinetobacter baumannii is a opportunistic bacterial pathogen responsible for serious
nosocomial infections that is becoming increasingly resistant against antibiotics. Capsular …

[PDF][PDF] Dimethylformamide: an unusual glycosylation modulator

SR Lu, YH Lai, JH Chen, CY Liu… - Angewandte Chemie …, 2011 - ir.lib.nycu.edu.tw
The key steps in oligosaccharide synthesis are protectinggroup manipulation and
stereoselective glycosylation.[1] Various strategies have emerged to expedite glycosylation …