Synthesis of Alicyclic β-lactams via the Ugi Reaction on a Solid Support

Abstract

Via the Ugi 4-centre 3-component reaction (U-4C-3CR), bicyclic cis-2-azetidinone derivatives were synthetised from cyclic β-amino acids on Super Acid Sensitive Resin (Sasrin). 2-, 3- or 4-Formylbenzoic acid was immobilised on the resin through its carboxy function. The U-4C-3CR was also carried out in solution, making use of scavenger resins for purification. Keywords: ugi reaction, amino acids, solid support, sasrin resin, solid-phase scavengers