Mild Generation of o-Quinone Methides. Synthesis of (-)-Hexahydrocannabinol and Dihydrocannabidiol
(-)-Hexahydrocannabinol 7 was synthesized enantioselectively under mild conditions through the ortho quinone methide mediated cyclization of the adduct of R-(+)-citronellal and the bisethoxyethyl ether of olivetol. The conditions enabled the ene product, 1, 2-dihydrocannabidiol6, to be isolated as well.
Wang TS et al. 2000.Mild generation of o-quinone methides. Synthesis of (-)-hexahydrocannabinol and dihydrocannabidiol. Synthetic Communications 30(8):1431-35.