Nitrogen-containing carbohydrate derivatives. Part XXVII. Synthesis and reactions of 3-cyano-3-deoxy-glycose derivatives

Abstract

Treatment of sugar oxirans with hydrogen cyanide–triethylaluminium in ether has been shown to be a useful method for the synthesis of cyano-deoxy-glycoses. Reactions of such compounds have been studied, in particular epimerisation at the cyanide-bearing centre, and formation of cyano-olefin derivatives.