Peptidomimetics containing an aziridine moiety have been reported as potent cysteine
protease inhibitors. In this sense, the development of stereoselective and sustainable
synthetic strategies to obtain three-membered N-heterocyclic compounds has gained importance in the last decades. In this work, an
efficient method was designed to achieve highly functionalized aziridine peptidomimetics
via a sequential reaction, which involves the organocatalytic aziridination of α,β-unsaturated
aldehydes followed by the Passerini multicomponent reaction in an environmentally
friendly solvent mixture (ethanol: water).
Key words
peptidomimetics - green chemistry - organocatalysis - aziridine - multicomponent reaction
