Automated chemical oligosaccharide synthesis: novel approach to traditional challenges

M Panza, SG Pistorio, KJ Stine… - Chemical reviews, 2018 - ACS Publications
Advances in carbohydrate chemistry have certainly made common oligosaccharides much
more accessible. However, many current methods still rely heavily upon specialized …

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 …

Chemical O‐Glycosylations: An Overview

R Das, B Mukhopadhyay - ChemistryOpen, 2016 - Wiley Online Library
The development of glycobiology relies on the sources of particular oligosaccharides in their
purest forms. As the isolation of the oligosaccharide structures from natural sources is not a …

A Hitchhiker's guide to problem selection in carbohydrate synthesis

XS Streety, JC Obike, SD Townsend - ACS Central Science, 2023 - ACS Publications
Oligosaccharides are ubiquitous in molecular biology and are used for functions ranging
from governing protein folding to intercellular communication. Perhaps paradoxically, the …

Gold-catalyzed glycosylation in the synthesis of complex carbohydrate-containing natural products

W Li, B Yu - Chemical Society Reviews, 2018 - pubs.rsc.org
The methodological developments in gold (I)-and gold (III)-catalyzed glycosylation reactions
are fully surveyed, which exploit the special alkynophilicity or the Lewis acidity of the gold …

Visible-light-promoted cross-coupling reactions of 4-alkyl-1, 4-dihydropyridines with thiosulfonate or selenium sulfonate: a unified approach to sulfides, selenides, and …

J Li, XE Yang, SL Wang, LL Zhang, XZ Zhou… - Organic …, 2020 - ACS Publications
In this paper, a visible-light-promoted cross-coupling of 4-alkyl-1, 4-dihydropyridines with
thio-/selenium sulfonates under transition-metal-free conditions is described. This strategy …

Catalyst-controlled regiodivergent synthesis of 1-and 3-thiosugars with high stereoselectivity and chemoselectivity

Y Liu, Y Jiao, H Luo, N Huang, M Lai, K Zou… - ACS Catalysis, 2021 - ACS Publications
An effective regiodivergent synthesis toward 1-and 3-thiosugars was achieved through
palladium and cobalt catalysis, respectively. β-1-Thiosugars were obtained from 3, 4-O …

Efficient O-and S-glycosylation with ortho-2, 2-dimethoxycarbonylcyclopropylbenzyl thioglycoside donors by catalytic strain-release

H Ding, J Lv, XL Zhang, Y Xu, YH Zhang, XW Liu - Chemical science, 2024 - pubs.rsc.org
We herein present a strain-release glycosylation method employing a rationally designed
ortho-2, 2-dimethoxycarbonylcyclopropylbenzyl (CCPB) thioglycoside donor. The donor is …

Palladium‐Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals

A Sau, R Williams, C Palo‐Nieto… - Angewandte …, 2017 - Wiley Online Library
Palladium (II) in combination with a monodentate phosphine ligand enables the
unprecedented direct and α‐stereoselective catalytic synthesis of deoxyglycosides from …

Triflic acid-mediated synthesis of thioglycosides

S Escopy, Y Singh, AV Demchenko - Organic & Biomolecular …, 2019 - pubs.rsc.org
An efficient synthesis of thioglycosides from per-acetates in the presence of triflic acid is
described. The developed protocol features high reaction rates and product yields. Some …