Showing papers in "Journal of Carbohydrate Chemistry in 2002"

TL;DR: Among the numerous and varied glycosyl donors known, the sulfonates have been somewhat neglected in recent years, despite their considerable potential in stereoselective glycolyation as discussed by the authors.

TL;DR: Owing to the central role of sialic acids in carbohydrate recognition events, the development of high-yielding and operable methods to synthesize sialIC acid glycosides has been the subject of considerable research.

TL;DR: The 4-AcNH-TEMPO-catalyzed oxidation of dglucose to d-glucaric acid using elemental chlorine or bromine as the terminal oxidant is reported in this article.

TL;DR: The preparation of complex carbohydrates has emerged as a major focus in synthetic organic chemistry, and this is no doubt a result of the growing awareness of the many important roles of this clas... as mentioned in this paper.

TL;DR: Propyl 4-O-sulfonato- and 4,4′-di-Sulfoneato-3,O-α-l-fucopyranosyl α-l -fucophyranosides have been synthesized in this paper.

TL;DR: In this paper, an exhaustive conformational analysis of d-glucaramide was carried out using MM3(96), where nine torsion angles were each driven in increments of 120°, generating 19,683 starting conformations.

TL;DR: The glycosaminoglycans are an important family of highly functionalized, linear, and negatively charged bioactive oligosaccharides that are ubiquitous components of animal connective tissue and play both diverse and critical roles in lymphocyte trafficking, inflammatory response, wound repair and healing, and smooth muscle cell migration.

TL;DR: The synthesis of oligosaccharide analogs containing modified sugars is an even more complex task than the preparation of natural structures and the steps are more difficult, since most chemical protocols in the literature have been optimized for natural sugars.

TL;DR: Of special interest are the oligosaccharides found on the surfaces of cells, which guide their social behavior and result in a diverse array of heterogeneous structures that are difficult to control by using conventional genetic and biochemical tools.

TL;DR: Conjugate addition of amines to olefinic esters derived from sugars leading to formation of glycosylated amino esters in a stereoselective manner is described, which possess DNA topoisomerase-II enzyme inhibitory activities at low concentrations.

TL;DR: An efficient synthesis of sialyl Lewis X (sLex) glycolipid as a potent selectin blocker is described.

TL;DR: In some cases, it is true that everything old is new again, which can be disheartening for the originators of an idea who see others receiving credit years later as mentioned in this paper.

TL;DR: This chapter focuses on polysaccharides containing D-arabinofuranose and in particular the most prominent examples of these polymers, which are found as important components of the cell wall of members of the Actinomycetes family including the genera Mycobacteria, Corynebacteria, Nocardia, and Rhodococcus.

TL;DR: It was found that regenerated chitin obtained by a concentrated alkali treatment at a low temperature is water soluble and the distribution of N-acetyl groups in the former chit in molecule was more random than those in the latter.

TL;DR: In this paper, the Pauson-Khand reaction and 1,3-dipolar cycloaddition reaction have been analyzed in order to develop new and original synthetic protocols for the synthesis of enantiomerically pure medium-sized carbocycles.

TL;DR: In this paper, a glycosylthioiminium salt was prepared from the reaction of acetohalogenosugar with thioacetamide, which afforded the corresponding per-O-acetylated 1,2-trans-1-thioglycose in good yield after fractional crystallization.

TL;DR: In this article, a stereoselective synthesis of the miharamycin sugar moiety epimer at C-3′ was accomplished in high yield starting from an appropriate (Z)-Wittig product, synthesized by Wittig reaction of a 4,6-O-benzylidene protected hexopyranosid-3-ulose with [(ethoxycarbonyl)methylene]triphenylphosphorane followed by iodine promoted isomerisation of the (E)-WITTIG product formed.

TL;DR: In this paper, a hydrophilic phosphine oxide (1) as a suitable ligand for semiconductor nanoparticles was synthesized by adding three mannose moieties to the end of the molecule via amide linkages.

TL;DR: A halide ion-catalyzed a-glycosylation method is proposed that is nearly perfect for many acceptor sugars so far examined as long as 2-O-benzyl glycosyl bromides are employed as donors and the method requires no heavy metal promoters or strong Lewis acid catalysts.

TL;DR: In this paper, a method for preparation of a new class of thioglycosides via reaction of piperidinium salts of dihydropyridinethiones with 2,3,4,6-tetra-O-acetyl-α-d-gluco- and galactopyranosyl bromides has been studied.

TL;DR: Polysaccharides are the structurally most complex of the major classes of biopolymers as mentioned in this paper, and polysaccharide is the most complex biomolecular material known to man.

TL;DR: In this article, Lichtenthaler et al. used ferric chloride as the catalyst to convert triacetylglucal (1) to the corresponding 2,3-unsaturated allyl and benzyl glycosides (2 and 3) using a catalytic catalyst.

TL;DR: Sialic acids constitute a family of more than 30 neuraminic acid derivatives varying by the nature of their substituents (acetyl, glycolyl, phosphate, sulfate) and by their relative positioning.

TL;DR: In this paper, the authors studied the ring conformations of d-xylopyranose, d-lyxopyrnose, and d-arabinopyrynose and found that the energy surfaces exhibit low-energy regions corresponding to chair and skew forms with high energy barriers between these regions.

TL;DR: The pyranone, 1,5-anhydro-4-deoxy-d-glycero-hex-1-en-3-ulose (1) (ascopyrone P), has been synthesised in eight steps from d-glucose as mentioned in this paper.

TL;DR: In this paper, a method for the synthesis of isolevoglucosenone 5 via allylic selenide 3, and its rearrangement to allylic alcohol 4, followed by oxidation with manganese oxide was described.

TL;DR: Lichtenthaler et al. as mentioned in this paper showed that 2-formylgalactal 1, presented as an unsaturated sugar derivative with push-pull functionalization, with guanidinium and amidinium salts, with basic conditions to furnish the substituted 5-(1,2,4-tri-O-benzyl-d-lyxo-1, 2,3, 4-tetrahydroxybutyl)benzo[4,5]imidazo[ 1,2-a]pyrimidine (5) and

TL;DR: A variety of functionalized pseudoglycal C-glycosides (C-pseudoglycals or C-hex-2-enopyranosides) have been obtained in excellent yield and stereoselectivity from the trimethylsilyl triflate catalyzed reaction of trichloroacetimidate derivative 2 with silylated nucleophiles such as allyl and propargyl silanes and silyl enol ethers.

TL;DR: Glycosylation of 2-(trimethylsilyl)ethanol with various ethyl 1-thioglycosides, which were activated with N-iodosuccinimide and silver triflate, was studied in this paper.

TL;DR: The adiabatic conformational surfaces of sixteen disaccharides with different configurations at C2, C4 and C2′ were obtained using the MM3 force-field at two different dielectric constants as discussed by the authors.