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Glycosyl azides

Ferndndez-Bolanos JG, Lopez 6 (2007) Synthesis of Heterocycles from Glycosylamines and Glycosyl Azides. 7 31-66... [Pg.310]

Scheme 21. Synthesis of mannosylated fulleroglyco hybrids by [3+2]-cycloaddition of glycosyl azide... Scheme 21. Synthesis of mannosylated fulleroglyco hybrids by [3+2]-cycloaddition of glycosyl azide...
A. Yashiro, Y. Nishida, M. Ohno, S. Eguchi, and K. Kobayashi, Fullerene glycoconjugates A general synthetic approach via cycloaddition of per-O-acetyl glycosyl azides to [60]fullerene, Tetrahedron Lett., 39 (1998) 9031-9034. [Pg.374]

Scheme 5 Tranglycosylation reactions with glycosyl azides as glycosyl donors.107... Scheme 5 Tranglycosylation reactions with glycosyl azides as glycosyl donors.107...
Scheme 30.—Proposed Mechanism for Photochemical Reactions of Glycosyl Azides and of Sugar Oximes. Scheme 30.—Proposed Mechanism for Photochemical Reactions of Glycosyl Azides and of Sugar Oximes.
Photolysis of sugar oximes produces iminolactones.178,179 These are the compounds proposed to arise from irradiation of glycosyl azides however, the mechanism leading to formation of iminolactones from these two starting-materials (azides and oximes) must be quite different (see Scheme 30). Photolysis of azides is considered to generate a nitrene, whereas photolysis of oximes produces an iminolactone that... [Pg.179]

Warren and associates (18) have prepared a glycosyl azide derivative (15) of a heptasaccharide. This glycosyl azide was obtained from O-a-D-manno-pyranosyl-( 1 — 6)-0-[a-D-mannopyranosyl-( 1 — 3)-(9-a-D-mannopyrano syl-(l— 6)-0-a-D - mannopyranosyl - (1 — 3)] - O-fi- d - mannopyranosyl -(1 — 4) - O - (2 - acetamido - 2 - deoxy-/ -d-glucopyranosyl) - (1 — 4) - 2 -acetamido-2-deoxy-D-glucopyranose (12) by treatment of its peracetylated derivative 13 with trimethylsilyl trifuoromethanesulfonate, followed by reaction of the intermediary oxazoline 14 with trimethylsilyl azide. Reduction of the glycosyl azide 15 in the presence of Lindlar catalyst gave the glycosyla-mine derivative 16. The condensation of 16 with 1-tert-butyl N-(9-fluoren-... [Pg.279]

In a similar way glycosyl diphenyl phosphates have been used in the stereoselective preparation of glycosyl azides on SN2-typc displacement of the phosphate group by sodium azide.27... [Pg.126]

Glycosyl Azides Novel Substrates for Enzymatic Transglycosylations... [Pg.232]

Glycosyl Azides Novel Substrates for Enzymatic Transglycosylations 233 propan-1-o1 H20 NH3 aq., 7 2 1... [Pg.233]

Fialova, P., Carmona, A.T., Robina, I., Ettrich, R., Sedmera, P., Pfikrylova, V., Husakova, L. and Kren, V., Glycosyl azide - a novel substrate for enz3miatic transglycosylations. Tetrahedron Lett., 2005, 46, 8715. [Pg.235]

Additions to acetylenes have been carried out with many other types of azide, including glycosyl azides, various heterocyclic azides ... [Pg.40]

The base-catalyzed condensation of azides with activated methylene compounds is a well-established route to IJT-triazoles. In particular, it is the best route to triazoles bearing a 5-amino or hydroxy substituent and an aryl or carbonyl-containing function in the 4-position. The addition is regiospecific. The reaction is a stepwise one, since anomerism of glycosyl azides has been observed in their reaction with activated methylene compounds, indicating the presence of an intermediate. The mechanism can be envisaged as a nucleophilic attack by the car-banion on the terminal nitrogen of the azide, followed by cyclization to a... [Pg.42]

Kobayashi and co-workers (42) reported a general synthetic pathway for the incorporation of oligosaccharides into [60]fullerene via cycloadditions between glycosyl azides and the fullerene (Scheme 9.42). The cycloaddition of 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl azide 197 with [60]fullerene in refluxing chlorobenzene... [Pg.646]

Scheme 36 Synthesis of the Pentasaccharide Core as the Glycosyl Azide from Glycal Precursors13931... Scheme 36 Synthesis of the Pentasaccharide Core as the Glycosyl Azide from Glycal Precursors13931...
Scheme 41 Conversion of a Glycosyl Azide into a Glycodecapeptide13941... Scheme 41 Conversion of a Glycosyl Azide into a Glycodecapeptide13941...
Reduction of a-Glycosyl Azide and Peptide Coupling /V -Fmoc-Asn[tetra-0-Bzl-a-D-Glc-(1 6)-tri-0-Piv- J-D-Glc-(l—>6)-tri-0-Bzl-a-D-Glc-(l—d-AJ-Pro-OtBu 4081... [Pg.294]

Glycosuloses, 3-deoxy-, and the degradation of carbohydrates, 19, 181-218 Glycosylamines, 10, 95-168 Glycosyl azides, 16, 85-103 C-Glycosyl compounds, naturally occurring, 18, 227-258 20, 357-369 Glycosyl esters,... [Pg.532]


See other pages where Glycosyl azides is mentioned: [Pg.244]    [Pg.243]    [Pg.55]    [Pg.384]    [Pg.437]    [Pg.318]    [Pg.319]    [Pg.177]    [Pg.111]    [Pg.278]    [Pg.218]    [Pg.219]    [Pg.219]    [Pg.232]    [Pg.234]    [Pg.235]    [Pg.36]    [Pg.23]    [Pg.241]    [Pg.283]    [Pg.285]    [Pg.285]    [Pg.285]    [Pg.286]    [Pg.293]    [Pg.294]   
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1.2- trans Glycosyl azides

1.2- trans Glycosyl azides synthesis

Anomeric glycosyl azides

Glycosyl Fluorides and Azides

Glycosyl azides Staudinger reaction

Glycosyl azides reaction with phosphines

Glycosyl azides reduction

Glycosyl azides transformation

Glycosyl azides, synthesis

Glycosylamine, synthesis from glycosyl azides

Phosphines, with glycosyl azides

Poly , glycosyl azides

Reduction, of glycosyl azides

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