Preparation of optically active derivatives of (1,4/2,3,5)- and (1,2,3,4,5/0)-5-aminocyclopentane-1,2,3,4-tetraols: synthesis of mannostatin A and its enantiomer

Abstract

Diastereoselective acylation of the 2,3-O-cyclohexanediyl derivatives of (1,4/2,3,5)- and (1,2,3,4,5/0)-5-acetamidocyclopentane-1,2,3,4-tetraols with some optically active chiral acids afforded, with moderate diastereoselectivity, the chiral monoesters useful as synthetic intermediates, from which mannostatin A and its enantiomer were synthesized.