Synthesis of Salvinorin A
J. R. Scheerer, J. F. Lawrence, G. C. Wang, D. A. Evans*
Harvard University, Cambridge, USA
22. November 2007 (online)
Salvinorin A is a neoclerodane diterpene isolated from Salvia divinorum. As a potent agonist of the κ opioid receptor, it is the only non-alkaloid psychoactive substance and the most potent naturally occuring hallucinogen. The synthesis of salvinorin exploits a bis-Michael addition of macrocylce E to create the tricyclic core. A rich array of innovative chemistry was used to synthesise fragment B.