Sugars with aqueous ammonia

REACTIONS OF FREE SUGARS WITH AQUEOUS AMMONIA"... 

Compounds Isolated from the Reaction of Free Sugars with Aqueous Ammonia... 

The products obtained by the reaction of sugars with aqueous ammonia for a short time at low temperature, in the absence of catalysts (see Table I) are simply those obtained by the action of alkali on the sugars. The reaction is known as the Lobry de Bruyn-Alberda van Ekenstein transformation87 after the chemists who dis-... 

Figure 3-9 Amadori Rearrangement. Source From M.J. Kort, Reactions of Free Sugars with Aqueous Ammonia, Adv. Carbohydrate Chem. Biochem., Vol. 25, pp 311-349, 1970.

Klemer, Almuth. See Micheel, Fritz. Kochetkov, N. K., and Chizhov, O. S., Mass Spectrometry of Carbohydrate Derivatives, 21, 39-93 KORT, M. J., Reactions of Free Sugars with Aqueous Ammonia, 25,311-349 Kowkabany, George N., Paper Chromatography of Carbohydrates and Related Compounds, 9, 303-353 KRANTZ, John C Jr. See Carr, C. Jelleff. 

Kort, M.J. Reactions of free sugars with aqueous ammonia, Adv. Carbohydr. Chem. Biochem., 25, 311, 1970. 

Regarding the amine component, ammonia is a special case because it is a nucleophile and also a strong base. A survey of the reactions of free sugars with aqueous ammonia was provided by Kort in 1970 [80]. A large number of products can be found in such reaction mixtures, depending on the conditions employed. Short reaction times, low temperature, and the absence of catalyst arrest the reaction before heterocyclic compounds can be formed. The products obtained are the same as those formed by action of alkali on sugars, whereby a Lobry de Bruyn - Alberda van Ekenstein (LdB-AvE) rearrangement (see An-... 

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