SYNTHETIC METHODS FOR THE PREPARATION OF BASIC D- AND L-PSEUDO-SUGARS. SYNTHESIS OF CARBOCYCLIC ANALOGUES OF N-ACETYL-MURAMYL-L-ALANYL-D-ISOGLUTAMINE (MDP)

Article abstract of DOI:10.1016/S0040-4020(01)97594-5

Two exocyclic olefins 10 and 22, readily elaborated from D-glucosamine, have been transformed by Ferrier rearrangement reaction into aminocyclohexanones 11, 12 and 23, 24.Reduction of ketone 11 with tri-t-butoxy-aluminium hydride followed by sequential ac