Solid phase synthesis of aziridine 2-carboxylates

Several oligopeptides and amino acids containing an aziridine 2-carboxylate group were prepared using a solid phase version of the Gabriel-Cromwell re action. Wang resin loaded with different Fmoc amino acids was employed as t he substrates and two different strategies were explored. Aziridine oligope ptides were prepared by addition of resin containing NH2 groups to alpha-br omoacrylates and alpha-acrylamides or by addition of different primary amin es to bromoacrylates loaded on the resin. (C) 1999 Elsevier Science Ltd. Al l rights reserved.