Glucose configuration

D-mannose derivatives. Chitose and its oxidation products must then necessarily have a D-glucose configuration. The problem thus presented was solved by Levene and LaForge in 191554- 58 in the following manner. 

Attempts to decide whether D-glucosamine is 2-amino-D-glucose or 2-amino-D-mannose have provided a series of fascinating investigations8-13 the balance of evidence therefrom favoring the D-glucose configuration. 

Similar results, although with lesser yields, were reported for oxidations with hydrogen peroxide in /erf-butanol in the presence of osmium tetroxide.14 With triacetyl-D-glucal, as well as with free D-glucal, the D-glucose configuration is formed to a greater extent than the D-mannose one. 

TABLE 7.10 Computed Relative Energies (in kcal mol of n-Glucose Configurations"... 

Carson 66) induced a reverse Amadori rearrangement with the conversion of V-alkylfructosylamines to aldose derivatives. By the reaction of primary alkylamines with fructose under anhydrous conditions, crystalline monoamino condensation products were obtained. V-Ethylfructosyl-amine was the only fructosylamine isolated. Usually the products were 2-amino-2-deoxyaldoses, probably of glucose configuration. Presumably. 

Locked Anomeric Configuration Method for Stannylene Acetal with the Glucose Configuration [25, 26]... 

Dehydration of D-fucose (9) to the enol (10) seems reasonable because D-fucose has the galactose configuration, i.e. an axial 4-OH group. D-Quinovose, which has a D-glucose configuration, might also be involved. 

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