“One-pot” protection, glycosylation, and protection–glycosylation strategies of carbohydrates

SS Kulkarni, CC Wang, NM Sabbavarapu… - Chemical …, 2018 - ACS Publications
Carbohydrates, which are ubiquitously distributed throughout the three domains of life, play
significant roles in a variety of vital biological processes. Access to unique and …

Chemical synthesis of glycosaminoglycans

M Mende, C Bednarek, M Wawryszyn, P Sauter… - Chemical …, 2016 - ACS Publications
Glycosaminoglycans (GAGs) as one major part of the glycocalyx are involved in many
essential biological cell processes, as well as in many courses of diseases. Because of the …

Thioglycosides in sequential glycosylation strategies

JDC Codée, REJN Litjens, LJ van den Bos… - Chemical Society …, 2005 - pubs.rsc.org
This tutorial review surveys the use of thioglycosides in the development of sequential
glycosylation methodologies, with a focus on chemoselective, orthogonal and iterative …

Metalated heterocycles and their applications in synthetic organic chemistry

R Chinchilla, C Nájera, M Yus - Chemical reviews, 2004 - ACS Publications
The presence of heterocyclic moieties in all kinds of organic compounds of interest in
biology, pharmacology, optics, electronics, material sciences, and so on is sufficiently known …

One-pot relay glycosylation

X Xiao, J Zeng, J Fang, J Sun, T Li, Z Song… - Journal of the …, 2020 - ACS Publications
A novel one-pot relay glycosylation has been established. The protocol is characterized by
the construction of two glycosidic bonds with only one equivalent of triflic anhydride. This …

Thioglycuronides: synthesis and application in the assembly of acidic oligosaccharides

LJ van den Bos, JDC Codée, JC van der Toorn… - Organic …, 2004 - ACS Publications
Partially protected thioglycuronic acids are prepared efficiently by chemo-and regioselective
oxidation of the corresponding thioglycosides using the TEMPO/BAIB reagent combination …

A modular strategy toward the synthesis of heparin-like oligosaccharides using monomeric building blocks in a sequential glycosylation strategy

JDC Codée, B Stubba, M Schiattarella… - Journal of the …, 2005 - ACS Publications
A novel flexible assembly strategy is described for the modular synthesis of heparin and
heparan sulfates. The reported strategy uses monomeric building bocks to construct the …

Oligosaccharide assembly by one-pot multi-step strategy

Y Wang, XS Ye, LH Zhang - Organic & biomolecular chemistry, 2007 - pubs.rsc.org
Saccharide synthesis is a formidable task for synthetic chemists. Although in recent years
many advances have been made in this area, development of more convenient and efficient …

Oligosaccharide synthesis: from conventional methods to modern expeditious strategies

JT Smoot, AV Demchenko - Advances in Carbohydrate Chemistry and …, 2009 - Elsevier
Although glycoscientists have learned over the years how to isolate certain classes of
naturally occurring complex carbohydrates, the availability of pure natural isolates, remains …

Electrochemical generation of glycosyl triflate pools

T Nokami, A Shibuya, H Tsuyama, S Suga… - Journal of the …, 2007 - ACS Publications
Glycosyl triflates, which serve as important intermediates in glycosylation reactions, were
generated and accumulated by the low-temperature electrochemical oxidation of …