𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Total synthesis of (±) aspidofractinine

✍ Scribed by Monique Dufour; Jean-Claude Gramain; Henri-Philippe Husson; Marie-Eve Sinibaldi; Yves Troin

Book ID
104229416
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
245 KB
Volume
30
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

The pentacyclic skeleton 10 of the aspidospermine group of indole alkaloids has been constructed from hexahydrocarbazol-4-one 2 with high stereoselectivity.

The synthesis of(k) 19-0~0 aspidofractinine 12, a direct precursor of aspidofractinine 4, illustrates the usefulness of this new general strategy.

📜 SIMILAR VOLUMES

Cyclization of Oxindolic methylketones w
Cyclization of Oxindolic methylketones with acid : A rapid synthesis of (±)-aspidofractinine
✍ Dominique Cartier; Mohammed Ouahrani; Jean Lévy 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 246 KB

The oxindolic methylketone Z. was cyclized in one step fo the hexacyclic ketolactam 9 with acid. (?)-Aspidofractinine a was prepared by sequential reduction of 3. The model oxindolic methylketone 11, when reacted with acid, gave compounds J-2 and w. The intra-molecular cyclization of a methylketone