Total synthesis of the hallucinogenic neoclerodane diterpenoid salvinorin A.
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.
Nozawa
Masato
M
Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Nishi-ku, Niigata 950-2181, Japan.
Suka
Yuhki
Y
Hoshi
Takashi
T
Suzuki
Toshio
T
Hagiwara
Hisahiro
H
D045785:Diterpenes, Clerodane / Q000138:chemical synthesis* / Q000737:chemistry; D006213:Hallucinogens / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry; D027544:Salvia / Q000737:chemistry; D013237:Stereoisomerism
D045785:Diterpenes, Clerodane; D006213:Hallucinogens; C090499:salvinorin A