A total synthesis of (+)-aspidospermidine (1) is described. The key reactions used in the synthesis of this pentacyclic Aspidosperma alkaloid were a deracemizing imine alkylation/Robinson annulation sequence, a selective "redox ketalization", and an intramolecular Schmidt reaction. A Fischer indolization step carried out on a tricyclic ketone mirrored the sequence reported by Stork and Dolfini in their classic aspidospermine synthesis.
|Original language||English (US)|
|Number of pages||8|
|Journal||Journal of Organic Chemistry|
|State||Published - Dec 23 2005|
ASJC Scopus subject areas
- Organic Chemistry