Synthesis of 5-epiHydantocidin from D-Ribose

Article abstract of DOI:10.1016/0040-4020(95)00110-T

Tetra-n-propyl ammonium perruthenate in the presence of morpholin-N-oxide induced the unanticipated transformation of the epimeric α-azido-1,4-lactones 4 into the bicyclic amine 3 and provided the key step in the synthesis of 5-epihydantocidin 2.Brief investigations into the acid catalysed equilibration of hydantocidin 1 and 5-epihydantocidin 2 are described.