Mimics of L-rhamnose: Anomeric spirohydantoins and diketopiperazines - Approaches to novel N-linked glycopeptides of rhamnofuranose

An alpha-azidocarboxylate of a tetrahydrofuran derived from L-rhamnose may be used as a divergent intermediate for a wide range of mimics of L-rhamnofuranose, which contain a constituent alpha-amino acid moiety at the anomeric position, and include anomeric spiroderivatives such as the rhamnose analogue of hydantocidin; such materials may be helpful in elucidating the biosynthesis of the cells walls of mycobacteria.