MIMICS OF L-RHAMNOSE - ANALOGS OF RHAMNOPYRANOSE CONTAINING A CONSTITUENT ALPHA-AMINO-ACID AT THE ANOMERIC POSITION - A RHAMNOPYRANOSE ANALOG OF HYDANTOCIDIN

Ionic brominative oxidation of 2-amino derivatives of protected hepton olactones derived from L-rhamnose provides a key bicyclic intermediate for the synthesis of analogues of L-rhamnopyranose with spirohydantoi ns and spirodiketopiperazines at the anomeric position; the same inter mediate can be used for the synthesis of novel glycopeptides containin g a constituent rhamnopyranose amino acid. Such materials may allow an approach to new studies of diseases induced by mycobacteria, such as tuberculosis and leprosy.