A new stereospecific total synthesis of chasmanine and 13-desoxydelphonine
A simple synthesis of the title compounds, which is more than 10 steps shorter and an order of magnitude more efficient than our recent photochemical synthesis of chasmanine, is described. The main feature of the new process is a stereo- and regiospecific addition of benzyl vinyl ether to an o-quino...
Gespeichert in:
| Veröffentlicht in: | Canadian journal of chemistry 1978-05, Vol.56 (10), p.1451-1454 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| Zusammenfassung: | A simple synthesis of the title compounds, which is more than 10 steps shorter and an order of magnitude more efficient than our recent photochemical synthesis of chasmanine, is described. The main feature of the new process is a stereo- and regiospecific addition of benzyl vinyl ether to an o-quinone intermediate masked by a spirolactone group according to the method of Deslongchamps. |
|---|---|
| ISSN: | 0008-4042 1480-3291 |
| DOI: | 10.1139/v78-237 |