2,5-DIHYDROPYRROLE DERIVATIVES AS ENANTIOMERICALLY ENRICHED BUILDING-BLOCKS - SYNTHESIS OF THE GEISSMAN-WAISS LACTONE AND POLYHYDROXYLATED PYRROLIDINES

Starting from enantiomerically pure 2,5-dihydropyrroles substituted at 2-position, efficient stereoselective syntheses of the (+)-Geissman-W aiss lactone and of (+)-1,4,5-trideoxy-1,4-imino-D-ribo-hexitol hydroc hloride have been achieved. This work illustrates the high potential o f 2,5-dihydropyrroles for the obtention of polyhydroxylated nitrogen h eterocycles. Copyright (C) 1996 Elsevier Science Ltd