Heterocycles from carbohydrate precursors. Part 41. Mode of formation of 1,3-dioxolanes and 1,3-dioxanes from 1-C-substituted glycerols during their benzylidenation

Abstract

The benzylidenation of 1-C-substituted L-threo- and D-erythro-glycerols has been studied. The correlation of the stereochemical configuration of the glycerolyl part with the formation and location of either the dioxolane or dioxane rings is discussed. The structures have been deduced by a combination of both physical and chemical methods.