Total synthesis of the hallucinogenic neoclerodane diterpenoid salvinorin A.
Masato Nozawa, Yuhki Suka, Takashi Hoshi, Toshio Suzuki, Hisahiro Hagiwara
Organic Letters April 3, 2008 DOI: 10.1021/ol800101v (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Theoretical or philosophical paper Peer reviewed |
|---|---|
| Topics | Salvia divinorum |
| Keywords | Chemical synthesis Hallucinogens |
| Citations | 63 |
| Key points | Describes a 20-step total synthesis of salvinorin A from an enantiomerically pure hydroxy-Wieland-Miescher ketone. |
Abstract
Total synthesis of salvinorin A (1), a neoclerodane diterpenoid having the most potent hallucinogenic activity and a selective kappa-opioid agonist, was completed in 20 steps starting from enantiomerically pure hydroxy-Wieland-Miescher ketone 5.