Aldol equilibrations of unprotected trihydroxybicyclic lactones: Enantiomeric Tetrahydroxy-α-aminocyclopentane carboxylic acids from epimeric bicyclic lactones

Article abstract of DOI:10.1016/S0040-4039(00)78528-5

Six stereoisomers - including an enantiomeric pair - of 1-amino-2,3,4,5-tetrahydroxy-cyclopentane-1-carboxylate have been prepared from a single azidolactone starting material by a series of remarkable aldol equilibrations.