Total Synthesis of (−)-Stemospironine

Autor: Williams, D. R., Fromhold, M. G., Earley, J. D.
Zdroj: Organic Letters; August 2001, Vol. 3 Issue: 17 p2721-2724, 4p
Abstrakt: A stereocontrolled total synthesis of the polycyclic Stemona alkaloid, (−)-stemospironine (1) has been achieved. Key transformations include the use of a Staudinger reaction leading to the aza-Wittig ring closure of the perhydroazepine system. Formation of the vicinal pyrrolidine butyrolactone is described via the stereoselective intramolecular capture of an intermediate aziridinium salt.
Databáze: Supplemental Index