Protecting group directed chemo- and stereoselective transformations of bisepoxides and cyclic sulfates derived from hexoses: Synthesis of 2,5-dihydroxymethyl-3,4-dihydroxy-pyrrolidine

Synthesis of various isomers of 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidin e (DMDP) is reported from different stereoisomers of bisepoxides and cyclic sulfates. Depending on the nature of protecting groups, the course of reac tion could be changed which lead to the formation of oxirane and oxetane.