Advances in Carbohydrate Chemistry, Vol. 6 by Claude S. Hudso (ed.), Sidney M. Canto (ed.)

By Claude S. Hudso (ed.), Sidney M. Canto (ed.)

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B. Action of Dehydrating Agents.. . . . . . . . . . . . . . . c. Koenigs-Knorr Reaction. . . . . . . . ............... d. Addition to Compounds of Ethylene Oxide e . . . . . . . e. Alkali Salt Elimination.. 2. Alteration of the Oligosaccharide Linkage. . . . 31 35 36 39 41 50 51 a. The Lobry de Bruyn and van Ekenstein Rearrangement c. The Aluminum Chloride Rearr d. The Hydrogen Fluoride Rearr e. The Pyridine Rearrangement. 57 ......................

J. Bell and E. Baldwin, J. Chem. ,125 (1941). 18 D. J. BELL theses were recorded, this sugar has been isolated from the hydrolysis products of a methylated polysaccharide from Gigartina stellata by Dewar and PercivaLZ9 Discrepancies between the melting points found for various specimens led Bellaoto reexamine the synthesis of this sugar. ' It was therefore suggested that the original specimen contained a higher proportion of the pure p-form than any samples obtained at a later date, but L. Hough and J.

B. -As indicated earlier, the simplest imaginable method for the formation of oligosaccharide linkages is by the direct elimination of water between two hydroxyl groups. Possibly this may happen in some cases with enzymes but in the enzymatic syntheses by Hassid and his coworkers the mechanism is not of this simple type. Acid catalysis may lead to the direct elimination of water between two monosaccharide units. In any case the addition of some agent which would effectively remove the water formed, would be expected to eliminate the tendency toward hydrolysis.

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