Alkaliverbindungen von Kohlenhydraten

Reactions of Organic and Organometallic Compounds with Solutions of Metals in Liquid Ammonia.

“…The earliest work concerned with reactions of carbohydrates with solutions of metals in liquid ammonia was that of Schmid and coworkers (359,360), who demonstrated the rapid formation of monoalkali salts of glucose, fructose, a-methylglucoside, glycogen, inulin, soluble starch, lichenin, and chitin. Slower reactions leading to nitrogen-containing products were observed when excess alkali metal was employed.…”

Reactions of Solutions of Metals in Liquid Ammonia.

“…IX. CARBOHYDRATES Schmid and coworkers (334,338) have studied the reaction of carbohydrates with solutions of sodium and potassium in liquid ammonia, and report the rapid formation of monoalkali salts of glucose, fructose, a- potassium heptamethylisosucrose. Sugars with potential aldehyde or ketone groups react with liquid ammonia to form the corresponding amines.…”

A Rapid Permethylation of Glycolipid, and Polysaccharide Catalyzed by Methylsulfinyl Carbanion in Dimethyl Sulfoxide

“…The proposed reaction may be comparable to reacting carbohydrates with sodium in liquid am monia, followed by methylation (10)(11)(12)(13)). The present method, however, has obvious advantages in that the reaction is more rapid and complete when catalyzed by the car banion, can be controlled by the amount of the reagent added, and can be carried out at room temperature in one continuous process without the use of complicated ap paratus.…”