2(S)-amino-3-oxo-11b(R)-hexahydroindolizino[8,7-b]indole-5(S)-carboxylate as a new type of β-turn dipeptide mimetic

Molecular-modelling studies have shown that 2(S)-amino-3-oxo-11b(R)-hexahydroindolizino[8,7-b]indole-5(S)-carboxylate, stereoselectively prepared by Pictet–Spengler reaction between H-Trp-OMe and Z-Asp(H)-OBz and subsequent γ-lactamization, behaves as a type-II′β-turn inducing mimetic.