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245 1 0 _aGlycosyl iodides are highly efficient donors under neutral conditions
490 0 _vCarbohydrate Research, 320, p.61-69, 1999
520 3 _aGlycosyl iodides have been prepared and subjected to glycosylation under neutral conditions. The reactions are highly efficient, giving a glycosides even with sterically demanding glycosyl acceptors. Glucosyl iodides react with allyl alcohol slowest and require refluxing conditions. Galactosyl iodides are intermediate in reactivity, providing the allyl glycoside in 3 h at room temperature, whereas glycosylation of fucosyl iodides occurs in less than 1 h under similar conditions. The scope and limitations of the reactions were demonstrated with a variety of acceptors, including an anomeric hydroxyl group, to give trehalose analogs. b-Selective glycosylation of glucosyl iodides, in the absence of C-2 participation, could be achieved by simply changing the solvent from benzene to acetonitrile.
650 1 4 _aGLYCOSYL IODIDE
650 1 4 _aGLYCOSYL BROMIDE
650 1 4 _aA-GLYCOSYLATION
650 1 4 _aIN SITU ANOMERIZATION
650 1 4 _aHALIDE-CATALYZED ANOMERIZATION
650 1 4 _aTREHALOSE ANALOGS
700 1 2 _aHadd, M.J.
700 1 2 _aGervay, J.
856 4 0 _uhttps://drive.google.com/file/d/1a7qM6nJcznMS163JXKGSNvztyC3UoJO3/view?usp=drivesdk
_zPara ver el documento ingresa a Google con tu cuenta: @cicy.edu.mx
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