2,5-Dihydropyrrole derivatives as enantiomerically enriched building blocks: Synthesis of the Geissman-Waiss lactone and polyhydroxylated pyrrolidines

Article abstract of DOI:10.1016/0957-4166(96)00434-X

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