Total synthesis of racemic ajmalicine and 19-epi-ajmalicine

✍ Scribed by Jürg Gutzwiller; Giacomo Pizzolato; Milan R. Uskoković

• Book ID: 102856604
• Publisher: John Wiley and Sons
• Year: 1981
• Tongue: German
• Weight: 619 KB
• Volume: 64
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19810640544

✦ Synopsis

Abstract

rac.‐Ajmalicine (31) and 19‐epi‐ajmalicine (30) have been synthesized by a convergent route from the preformed D, E‐ring moieties 25 and 27 and tryptophyl bromide. Two syntheses of the trans‐1‐benzoyl‐3‐vinyl‐4‐piperidineacetic acid (13), used in the preparation of 25 and 27, are also described.