Synthesis of amorphane and cadinane sesquiterpenes from Fabiana imbricata

Article abstract of DOI:10.1016/S0040-4020(99)00985-0

The monoterpene (-)-isopulegol (7) has been used as a starting material for the total synthesis in eight/nine steps of two sesquiterpenes which were recently isolated from the medicinal plant Fabiana imbricata. Use of this approach has shown that a structure proposed as 3,11-amorphadiene (3) should be revised to that of 4,11-cadinadiene (18) and confirmed the structure proposed for the natural product 4-amorphen-11-ol (1).