Synthesis of β-phenyl-δ,ε-unsaturated amino acids and stereoselective introduction of side chain groups into [4,3,0]-bicyclic β-turn dipeptides

✍ Scribed by Xuyuan Gu; Scott Cowell; Jinfa Ying; Xuejun Tang; Victor J. Hruby

• Book ID: 104254020
• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 239 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(03)01383-2

✦ Synopsis

2S,3S)-and (2R,3R)-2-amino-3-phenyl-5-hexenoic acids have been synthesized in large scale by using Ni(II)-complexes as a template. The amino acids were used in the synthesis of [4,3,0]-bicyclic b-turn mimetics by a convergent methodology. The unique advantage of this strategy is the convenience of introducing side chain groups with predetermined chiralities on both the five-and six-membered heterocyclic rings.