Journal Article10.1021/OL062375G
Highly Diastereoselective thioglycosylation of functionalized peracetylated glycosides catalyzed by MoO2Cl2.
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TL;DR: The new catalytic protocol is applicable to a monoglycoside building block and beta-(1-->6)-S-linked-thiodisaccharide synthesis and leads cleanly to 1,2-trans-thioglycosides with exclusive diastereocontrol.
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About: This article is published in Organic Letters. The article was published on 24 Oct 2006.
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Citations
New principles for glycoside-bond formation.
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TL;DR: New principles for the formation of glycoside bonds are discussed and developments, mainly in the last ten years, that have led to significant advances in oligosaccharide and glycoconjugate synthesis have been compiled and are evaluated.
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Clustering of Escherichia coli Type‐1 Fimbrial Adhesins by Using Multimeric Heptyl α‐D‐Mannoside Probes with a Carbohydrate Core
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TL;DR: A one-pot synthetic approach was developed to tether the ligands and the fluorescein isothiocyanate probe to the scaffold simultaneously, and an FITC-labeled HM trimer showed capture and cross-linking of living bacteria in solution, a phenomenon not previously described with low-valency ligands.
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Organocatalytic enantioselective one-pot synthesis and application of substituted 1,4-dihydropyridines--Hhantzsch ester analogues.
TL;DR: The one-pot reaction of alpha,beta-unsaturated aldehydes with beta-diketones or beta-ketoesters and primary amines gives optically active 2,3-substituted 1,4-dihydropyridines in moderate yields and with enantioselectivities up to 95 % ee.
79
Application of molybdenum(VI) dichloride dioxide (MoO2Cl2) in organic transformations
TL;DR: In this paper, the role of MoO2Cl2 and some complexes containing MoO 2Cl2 as catalysts for various Lewis acid catalysed organic transformations, oxidation and reduction reactions is reviewed.
References
Programmable one-pot oligosaccharide synthesis
TL;DR: In this article, the reactivity of a number of p-methylphenyl thioglycoside (STol) donors which are either fully protected or have one hydroxyl group exposed has been quantitatively determined by HPLC in conjunction with the development of a broadly applicable approach for a facile one-pot synthesis of oligosaccharides.
642
Iodonium promoted reactions of disarmed thioglycosides
TL;DR: In this paper, N-Iodosuccinimide/trifluoromethanesulfonic acid, which had been shown to promote the solvolysis of disarmed n-pentenyl glycosides, was found to induce the same reactivity with disarmed thioglycosides as substrates.
578
Streamlined synthesis of per-O-acetylated sugars, glycosyl iodides, or thioglycosides from unprotected reducing sugars.
TL;DR: In this article, per-O-acetylation of sugars with stoichiometric acetic anhydride and catalytic iodine proceeds in high yield (90-99%) to give exclusively pyranose products as anomeric mixtures.
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