Stereoselective Synthesis of 4-Amino-2,3-unsaturated-N-Cbz-imino-O-glycosides via New Diastereoisomeric N-Cbz-Imino Glycal-Derived Allyl N-Nosyl Aziridines

The glycosylation of alcs. by the new diastereoisomeric D,L-6-deoxy-N-Cbz-imino glycal-derived allyl N-nosyl aziridines affords, after deprotection of the 4-(N-nosylamino) group, gives the corresponding 2,3-unsatd.-N-Cbz-imino-O-glycosides, e.g. I, bearing a free amino group on C(4) through a completely 1,4-regio- and substrate-dependent stereoselective glycosylation process