Solid-Phase SNAr Macrocyclizations To Give Turn-Extended-Turn Peptidomimetics

An optimized set of conditions was developed for the synthesis ofβ-turn mimics 1 by SNAr macrocyclizations. These allow efficient production of molecules containing two amino acids (to mimic part of a turn region) fused with a turn-inducing fragment. The turn-inducing fragment is formed from amino acids with nucleophilic side chains and the SNAr electrophile. This methodology facilitates production of focussed libraries based on target protein structures.