Carbohydrate Research p. 247 - 256 (1981)
Update date:2022-08-05
Topics: Synthesis Alcohols Sucrose Thermolysis D-fructofuranosides
Moody, Wayne
Richards, Geoffrey N.
When sucrose is thermolyzed in the presence of alcohols, either neat or in dimethyl sulfoxide solution, the products are mainly D-glucose and the appropriate alkyl D-fructofuranosides.Conditions have been investigated for optimizing the yields of the latter products, with a view to utilization of the reaction as a synthetic method.Such sterically hindered alcohols as 2-methyl-2-propanol and three sterols did not readily take part in the reaction.Phenols appear to undergo the reaction, but the phenyl D-fructofuranosides are probably degraded subsequently, to give increased yields of 2,6-anhydro-D-fructofuranose.
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