1.
Org Biomol Chem
; 3(15): 2872-82, 2005 Aug 07.
Article
in English
| MEDLINE
| ID: mdl-16032366
ABSTRACT
Bicyclic lactams derived from pyroglutamic acid provide a useful scaffold for synthesis of conformationally restricted analogues of lysine, ornithine and glutamine, as well as an Ala-Ala dipeptide analogue. Amino alcohol and carboxylic acid derivatives are accessible from a common intermediate. In this strategy, the bicyclic lactam system not only controls, but also facilitates the determination of the stereochemistry of the synthetic intermediates.