Abstract
In order to investigate the laws of the opening of the α-oxide ring of epoxides of the tetrahydropyran series with nucleophilic reagents, we have studied the reactions of trans-2-ethoxy-3,4-epoxytetrahydropyran with some nucleophiles containing a mobile hydrogen atom — hydrogen cyanide, hydrogen sulfide, and benzimidazole. The reactions investigated have a strictly directed nature and lead to the formation of 3-substituted ethyl-3,4-di-deoxy-α-DL-threo-pentapyranosides, exclusively.
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