No abstract

1996 amide formation, amide hydrolysis amide formation, amide hydrolysis O 0320 -102Ritter Reaction of Cyclic Hydroxyamines:Synthesis of Conformationally-Restricted Reduced Amide Dipeptide Isosteres.-It is found that the Ritter reaction of the pyrrolidine (I) and the piperidine (VI) proceeds smoothly giving the desired products (III) and (VII) in good yields. On the other hand, starting from the azetidine (VIII) and the piperidine (X) only low yields are obtained. Desired 3-acylamino-3-alkylpiperidines like (XV) can be prepared effectively via Hofmann rearrangement of corresponding amides. The pyrrolidine (III) and the piperidine (XV) are transformed into the dipeptide isosteres (V) and (XVI) in order to test their use as enzyme inhibitors.-(TAYLOR, G. M.; BAKER, S. J.; GEDNEY, A.; PEARSON, D.