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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) via PubMed

Summary

AI-generated from the abstract

A potent hallucinogen, Salvinorin A, recognized for its unique effects on the brain, has been successfully created in the lab. Scientists achieved its total synthesis in 20 precise steps, starting from a foundational chemical compound. This significant accomplishment offers a controlled method to produce this intricate molecule, enabling deeper understanding and diverse applications.

Study at a glance

Characteristics Theoretical or philosophical paper Peer reviewed
Topics Salvia divinorum
Keywords Chemical synthesis Hallucinogens Neuroscience
Citations 63
Key finding 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.

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