Derivatives of monosaccharides

Similarly, anhydro derivatives of monosaccharides and disaccharides readily react with 359 to give the respective carba-di- and -tri-saccharide. 

The above interesting approach to the asymmetric allyltitanation reaction does, however, have a limitation. Thus, L-glucose is much more expensive that the D-form and, consequently, homoallylic alcohols of the opposite configuration cannot easily be obtained by this method. In an attempt to induce the opposite si face selectivity, other acetonide derivatives of monosaccharides from the xylose, idose, and allose series were tested [42b,42c], The enantiofacial discrimination was, however, much lower than that with DAGOH and both re and si face selective additions to aldehydes were observed. 

Suzuki, S., Ishida, Y., Arai, A., Nakanishi, H., and Honda, S. (2003). High-speed electrophoretic analysis of l-phenyl-3-methyl-5-pyrazolone derivatives of monosaccharides on a quartz microchip with whole-channel UV detection. Electrophoresis 24, 3828—3833. 

Benzoyl chlorides, like other acyl chlorides, react readily with alcohols to form the corresponding esters (259). The reaction requires 19 h to be completed, and it has been studied in the analysis of carbohydrates, aminosugars, and glycosides (260). Because the preparation of acyl derivatives of monosaccharides is difficult, phenyldimethylsilyl chloride has been also investigated as an alternative label (261). After dissolving the analytes in dimethylformamide and addition of... 

L. V. Backinowsky, N. E. Nifantiev, and N. K. Kochetkov, Loss of stereospecificity upon glycosylation of methyl 2,3-di-0-acetyl-4-0-trityl-P-D-xylopyranoside by 1,2-O-cyanoalkyli-dene derivatives of monosaccharides, Bioorg. Khim., 9 (1983) 1089-1096. 

The iodo and bromo derivatives of monosaccharides can be reduced by a variety of reducing agents to afford the corresponding deoxy sugar. Many such examples have been presented. The more stable chloro derivatives can be reduced with Raney nickel (Scheme 1). Selective reduction of a secondary chloride with respect to a primary chloride may be achieved if the reduction is performed in the presence of triethylamine.11,12 Selective reduction of a secondary chloride has been also achieved by using organotin hydrides.13 The radical initiator... 

Figure 1.20 Some derivatives of monosaccharides and amino sugars commonly found in polysaccharides...

One trf the most popular methods of synthesizing anhydro derivative of monosaccharide containing a-oxide rings is the alkaline saponification sugar tosylates (5). We have studied the possibility of... 

Nitrogenous, Halo, Thio, and Anhydro Derivatives of Monosaccharides... 

The methods outlined in the last three paragraphs give finally a mixture of monosaccharides or derivatives of monosaccharides to be analysed. This analysis is carried out using the chromatographic techniques described in Chapters 1 and 3, with a possible adapted transformation to render the molecules volatile. The combination of gas chromatography and mass spectrometry techniques is particularly useful. The chemical operations have been miniaturized in order to treat very small quantities of the sample. This was necessary because it is rare to have really large oligosaccharides in notable quantities. They often come from... 

These refer to derivatives of monosaccharides or their alditols exceptions are... 

See also Sugar Ring Structures, Derivatives of Monosaccharides, Oligosaccharides, Polysaccharides, Anomers, Ouabain, Amygdalin, Mutarotation... 

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