Abstract
8α, 9α- (IIa) and 8β, 9β-epoxyhexahydrocannabinol (IIIa) were prepared from Δ3-tetrahydrocannabinol (Ia) by three reaction steps. Epoxidation of acetylated Ia with m-chloroperbenzoic acid gave a mixture of 8α, 9α- and 8β, 9β-epoxyacetates. By treatment of the mixture with lithium aluminum hydride, IIa and IIIa were prepared in 27.3 and 18.2% yields, respectively. Mass and proton nuclear magnetic resonance spectra data for IIa and IIIa are also presented.
