Stereoselective synthesis of derivatives of polyhydroxylated pyrrolidines

The derivatives of polyhydroxylated pyrrolidines have exhibited a remarkable biological activity to inhibit glycoside-processing enzymes, and found a potential chemotherapeutic applications against diabetes, cancer, and viral infections including AIDS. And great attention has been attracted to the synthesis of their new derivatives and analogues. In this paper, some new derivatives of 5-membered azasugars with partially protected hydroxy groups, and their fluorinated ones were synthesized via the key intermediate of norbonyl like bicyclic acetal with D-xylose and D-glucose as the starting materials. The glycosylation of the synthesized partially protected azasugar and 1-methylenesugar was explored.