ChemInform Abstract: Stereoselective Catalytic Double Osmylation of 1,2‐Dihydropyridines leading to Aminoarabinose and to Aminoaltrose Derivatives and to Potential Glycosidase Inhibitors.

Abstract

Stereoselective Catalytic Double Osmylation of 1,2-Dihydropyridines leading to Aminoarabinose and to Aminoaltrose Derivatives and to Potential Glycosidase Inhibitors.-The title reaction leads, after hydrolysis, to the racemic aza sugars ( IV). In basic medium, the piperidinoses (III) equilibriate with their furanoses (V). One-pot hydrogenolysis and reaction with aldehydes (5 compounds) such as (VI) yield tertiary amines (VII), which show an antiviral activity less than that of the reference substance castanospermine.-(TSCHAMBER, T.; BACKENSTRASS, F.; NEUBURGER, M.; ZEHNDER, M.; STREITH, J.; Tetrahedron 50 (1994) 4, 1135-1152; Lab. Synth.