Journal ArticleDOI
Synthesis of C-2 methylene glycosides from C-2 propargyloxymethyl glycals exploiting the alkynophilicity of AuCl3
TLDR
In this article, C-2 Methylene glycosides were synthesized from propargyloxymethyl glycals in a stereoselective manner using a catalytic quantity of AuCl3.About:
This article is published in Tetrahedron Letters.The article was published on 2007-12-17. It has received 32 citations till now. The article focuses on the topics: Methylene.read more
Citations
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Journal ArticleDOI
Gold-catalysed reactions of alcohols: isomerisation, inter- and intramolecular reactions leading to C–C and C–heteroatom bonds
Journal ArticleDOI
Catalytic Glycosylations in Oligosaccharide Synthesis
TL;DR: All methods of catalytic glycosylation with the focus on the development and application in oligosaccharide synthesis and an overview of the scope and limitations of these are provided.
Journal ArticleDOI
Recent Developments in the Ferrier Rearrangement
TL;DR: A review of recent developments in the use of promoters for the Ferrier rearrangement of O-, N-, C- and S-nucleophiles with glycals can be found in this paper.
Journal ArticleDOI
Gold-catalyzed glycosylation in the synthesis of complex carbohydrate-containing natural products.
TL;DR: 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 cationic complexes.
Journal ArticleDOI
Scope of AuCl3 in the activation of per-O-acetylglycals
TL;DR: Gold(III)chloride in catalytic amounts activates 3,4,6-tri- O -acetyl-d -glucal, 3, 4, 6-tri O −acetyl -d -galactal, and 3.4,di-O -acetylon- l -rhamnal efficiently as discussed by the authors.
References
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Journal ArticleDOI
Propargyl Glycosides as Stable Glycosyl Donors: Anomeric Activation and Glycoside Syntheses
TL;DR: The advantages of stable glycosyl donors for saccharide coupling are many, and the utility of propargyl glycosides for anomeric activation and glycoside synthesis exploiting the alkynophilicity of AuCl3 is described.
Journal ArticleDOI
Nucleosides and nucleotides. 97. Synthesis of new broad spectrum antineoplastic nucleosides, 2'-deoxy-2'-methylidenecytidine (DMDC) and its derivatives.
TL;DR: DMDC as well as 2'-deoxy-2'-methylidene-5-fluorocytidine (19a) showed potent antileukemic activity against murine L 1210 cells in culture and in vivo antitumor activity of DMDC against L1210 was also described.
Journal ArticleDOI
Design, synthesis, and antineoplastic activity of 2'-deoxy-2'-methylidenecytidine.
TL;DR: L'activite anticancereux est etudiee in vitro le compose du titre a partir de l'uridine et du methylene trimethyl phosphorane.
Journal ArticleDOI
Expedient synthesis of 1,2,3-triazole-fused tetracyclic compounds by intramolecular Huisgen (‘click’) reactions on carbohydrate-derived azido-alkynes
TL;DR: An efficient, practical and convenient synthesis of 1,2,3-triazole-fused tetracyclic compounds was achieved by intramolecular 1, 3-dipolar cycloaddition of carbohydrate-derived azido-alkynes as discussed by the authors.
Journal ArticleDOI
Vilsmeier-haack reactoin of glycals-a short route to C-2-formyl glycals☆
TL;DR: A short and straightforward route has been accomplished for the synthesis of C-2-formyl glycals by a Vilsmeier-Haack reaction of glycals.
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Propargyl Glycosides as Stable Glycosyl Donors: Anomeric Activation and Glycoside Syntheses
Propargyl 1,2-orthoesters as glycosyl donors: stereoselective synthesis of 1,2-trans glycosides and disaccharides
Anomeric-oxygen activation for glycoside synthesis: the trichloroacetimidate method.
Richard R. Schmidt,Willy Kinzy +1 more