Synthesis of vinca alkaloids and related compounds part 94. Epimerization of compounds with aspidospermane and D-secoaspidospermane skeleton

✍ Scribed by György Kalaus; Lajos Szabó; János Éles; Csaba Szántay; Imre Juhász; IstvÁn Greiner; János Brlik; Mária Kajtár-Peredy

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2000
• Tongue: English
• Weight: 562 KB
• Volume: 37
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570370205

✦ Synopsis

Abstract

The individual epimerization steps of vincadifformine (1), deethylvincadifformine isomers (2,3), their synthetic intermediates (4–13) as well as that of simpler compounds with D‐secoaspidospermane skeleton (15–17) were studied a) in protic medium (boiling deuteroacetic acidic) and b) under reductive (with sodium borodeuteride in boiling acetic acid, or with sodium borohydride in boiling deuteroacetic acid) conditions.