Novel 1′,1′-chain substituted Δ8-tetrahydrocannabinols

1′,1′-Cyclopropyl side chain substituents enhance the affinities of Δ8-tetrahydrocannabinol and respective cannabidiol analogues for the CB1 and CB2 cannabinoid receptors. The results support the hypothesis for a subsite within CB1 and CB2 binding domain at the level of the benzylic side chain carbon in the tetrahydrocannabinol and cannabidiol series. Efficient procedures for the synthesis of 1′,1′-cyclopropyl analogues are described.