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 …

Highly selective β-mannosylations and β-rhamnosylations catalyzed by bis-thiourea

Q Li, SM Levi, EN Jacobsen - Journal of the American Chemical …, 2020 - ACS Publications
We report highly β-selective bis-thioureas-catalyzed 1, 2-cis-O-pyranosylations employing
easily accessible acetonide-protected donors. A wide variety of alcohol nucleophiles …

Regio-and stereoselective β-mannosylation using a boronic acid catalyst and its application in the synthesis of a tetrasaccharide repeating unit of lipopolysaccharide …

N Nishi, J Nashida, E Kaji, D Takahashi… - Chemical …, 2017 - pubs.rsc.org
Regio-and stereoselective β-mannosylations using 1, 2-anhydromannose and diol sugar
acceptors in the presence of a boronic acid catalyst proceeded smoothly to give the …

Site‐Selective O‐Arylation of Glycosides

W Shang, ZD Mou, H Tang, X Zhang, J Liu… - Angewandte …, 2018 - Wiley Online Library
Direct and site‐selective O‐arylation of carbohydrates has been a challenge in synthesis.
Herein we report a method based on copper‐catalyzed O‐arylation to address this …

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 …

Stereoselective β-mannosylations and β-rhamnosylations from glycosyl hemiacetals mediated by lithium iodide

I Pongener, DA Pepe, JJ Ruddy, EM McGarrigle - Chemical Science, 2021 - pubs.rsc.org
Stereoselective β-mannosylation is one of the most challenging problems in the synthesis of
oligosaccharides. Herein, a highly selective synthesis of β-mannosides and β-rhamnosides …

Recent topics in β-stereoselective mannosylation

K Sasaki, K Tohda - Tetrahedron Letters, 2018 - Elsevier
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A Ligand-Controlled Approach Enabling Gold(I)-Catalyzed Stereoinvertive Glycosylation with Primal Glycosyl ortho-Alkynylbenzoate Donors

W Zhou, R Wu, J Li, D Zhu, B Yu - Journal of the American …, 2024 - ACS Publications
A diarylurea-containing phosphine ligand-modulated stereoinvertive O-glycosylation with
primal furanosyl and pyranosyl ortho-alkynylbenzoate (ABz) donors under gold (I) catalysis …

Regio- and Stereoselective Synthesis of 1,2-cis-Glycosides by Anomeric O-Alkylation with Organoboron Catalysis

S Izumi, Y Kobayashi, Y Takemoto - Organic letters, 2019 - ACS Publications
Regio-and stereoselective synthesis of 1, 2-cis-glycosides has been achieved by catalytic
anomeric O-alkylation using organoboron compounds. Modulating steric and electronic …