- Sweet (hetero)aromatics: Glycosylated templates for the construction of saccharide mimetics
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Mono- and diglycosylated aromatics and heteroaromatics may serve as building blocks for the construction of metabolically stable mimetics of oligosaccharides. Methods for their preparation from monosaccharidic precursors by direct C-glycosylation, dipolar cycloaddition or Larock cyclization are described.
- Wiebe, Christine,Schlemmer, Claudine,Weck, Stefan,Opatz, Till
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supporting information; experimental part
p. 9212 - 9214
(2011/10/04)
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- The role of sugar configuration in the acetolysis of 6-deoxyhexose methyl glycosides
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The acetolysis of several perbenzylated 6-deoxyhexose methyl glycosides under two mild conditions (10 equiv ZnCl2 in 2:1 v/v Ac2O-AcOH at 5 °C; 10:10:1 v/v/v Ac2O-AcOH-TFA at 70 °C) was studied. We focused on the effect of
- Cirillo, Luigi,Nola, Annalida Di,Bedini, Emiliano,Parrilli, Michelangelo
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experimental part
p. 2406 - 2411
(2010/01/18)
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- 2'-Deoxy-2'-alkoxyaminouridines: Novel 2'-substituted uridines prepared by intramolecular nucleophilic ring opening of 2,2'-O-anhydrouridines
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Natural and unnatural modified nucleosides and nucleotides play important roles in biology, medicine, and as biomedical research tools. Reported herein is an application of synthetic methodology developed for the stereo- and regiospecific introduction of structural modifications at the 2'-position of uridine nucleosides. A novel class of modified nucleosides, 2'-alkoxylamino-2'-deoxy uridines, are prepared by intramolecular nucleophilic addition of a 3'-tethered alkoxycarbamate nucleophile to the 2'-position with concomitant opening of a 2,2'-anhydrouridine.
- Sebesta, David P.,O'Rourke, Sarah S.,Martinez, Rogelio L.,Pieken, Wolfgang A.,McGee, Danny P. C.
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p. 14385 - 14402
(2007/10/03)
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- Oligosaccharides from "Standardized Intermediates". Synthesis of a Branched Tetrasaccharide Glycoside Related to the Blood Group B Determinant
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A branched tetrasaccharide glycoside (16) isomeric with the human blood group B determinant (type 1) was synthesized from "building block" derivatives of the component monosaccharides.Initially a 2-O-benzoyl-3,6-di-O-benzyl-4-O-substituted-α-D-galactopyra
- Nashed, Mina A.,Anderson, Laurens
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p. 7282 - 7286
(2007/10/02)
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