Synthesis of 6,5-fused bicyclic lactams as potential dipeptide β-turn mimetics
1994; Elsevier BV; Volume: 35; Issue: 24 Linguagem: Inglês
10.1016/s0040-4039(00)73120-0
ISSN1873-3581
AutoresRudolf Mueller, Láśzló Révész,
Tópico(s)Synthesis and Catalytic Reactions
ResumoThe first short synthesis of the dipeptide mimetic (3S, 6S, 9S)-6-amino-5-oxoindolizidine-3-carboxylic acid 1 and its Z-protected derivative 9 is described, employing the Schoellkopf bislactim-ether methodology, followed by a highly specific intramolecular reductive amination and spontaneous lactamization. These 6,5-fused bicyclic lactams may be viewed as conformationally restricted alanyl-proline β-turn mimetics.
Referência(s)