Journal ArticleDOI
Glycosylidene Carbenes. Part 14. Glycosidation of partially protected galactopyranose-, glucopyranose-, and mannopyranose-derived vicinal diols
About:
This article is published in Helvetica Chimica Acta.The article was published on 1994-02-09. It has received 44 citations till now. The article focuses on the topics: Regioselectivity & Vicinal.read more
Citations
More filters
Journal ArticleDOI
Synthetic applications of the O-H insertion reactions of carbenes and carbenoids derived from diazocarbonyl and related diazo compounds
Journal ArticleDOI
The Experimental Evidence in Support of Glycosylation Mechanisms at the SN1–SN2 Interface
TL;DR: A critical review of the state-of-the-art evidence in support of the mechanisms of glycosylation reactions is provided, and the use of kinetic isotope effects for the determination of transition-state structure is presented.
Journal ArticleDOI
Relative stability of alternative chair forms and hydroxymethyl conformations of β-d-glucopyranose
Susan E. Barrows,Frederic J. Dulles,Christopher J. Cramer,Alfred D. French,Donald G. Truhlar +4 more
TL;DR: In this article, the relative energies of two hydroxymethyl conformers for each of the two chair forms (4C1 and 1C4) of β-d -glucose were calculated at much more complete levels of quantum mechanical (QM) electronic structure theory than previously, and relative free energies in solution were calculated by adding vibrational, rotational, and solvent effects.
Journal ArticleDOI
Chemically Synthesized Oligosaccharides, 1994. A Searchable Table of Glycosidic Linkages.
Frank Barresi,Ole Hindsgaul +1 more
TL;DR: A review of the literature on oligosaccharide synthesis can be found in this article, where over 700 glycosidic linkages have been chemically synthesized in the year 1994.
References
More filters
Book ChapterDOI
Carbon-13 Nuclear Magnetic Resonance Spectroscopy of Monosaccharides
Klaus Bock,Christian Pedersen +1 more
TL;DR: An overview of the 13 Carbon-Nuclear magnetic resonance (13 C-NMR) spectroscopy of monosaccharides can be found in this paper, where an almost complete collection of 13 C- NMR chemical shifts of polysaccharides, their methyl glycosides, and acetates is presented.
Journal ArticleDOI
Halide ion catalyzed glycosidation reactions. Syntheses of .alpha.-linked disaccharides
Book ChapterDOI
Hydrogen Bonding and Chemical Reactivity
Frank Hibbert,John Emsley +1 more
TL;DR: The role of hydrogen bonding in catalysis has been discussed in this article, although mainly in terms of the salicylate ion as a leaving group, and it seems likely that this will herald other systems where the role of a strong hydrogen bond may serve as the key step in a catalytic process.
Journal ArticleDOI
Hydrogen bonding and conformation of glucose and polyglucoses in dimethyl-sulphoxide solution
TL;DR: In this article, the NMR C 1 H and OH and the IR νOH absorptions were investigated by studying the NOMA of di-, oligo-and polyglucoses in DMSO.
Related Papers (5)
Glycosylidene Carbenes. Part 9. Regioselective glycosidation of diols and triols: Intra‐ and intermolecular hydrogen bonds
Peter Uhlmann,Andrea Vasella +1 more
1H-NMR Analysis of Intra- and Intermolecular H-Bonds of Alcohols in DMSO: Chemical Shift of Hydroxy Groups and Aspects of Conformational Analysis of Selected Monosaccharides, Inositols, and Ginkgolides
Bruno Bernet,Andrea Vasella +1 more
Why are the hydroxy groups of partially protected N-acetylglucosamine derivatives such poor glycosyl acceptors, and what can be done about it? A comparative study of the reactivity of N-acetyl-, N-phthalimido-, and 2-azido-2-deoxy-glucosamine derivatives in glycosylation. 2-Picolinyl ethers as reactivity-enhancing replacements for benzyl ethers.
David Crich,Vadim Y. Dudkin +1 more