The acid-catalysed rearrangement of diterpene hydrocarbons. Part I. Kaurene, isoatisirene, stachene, and trachylobane
Abstract
Stachene, trachylobane, and kaurene have been converted into mixtures of atisirene, isoatisirene, kaurene, and isokaurene. Isoatisirene furnishes an equilibrium mixture of starting material and atisirene.
The conversion of stachene into isoatisirene involves a novel 1,3-hydride shift in a bicyclo[3,2,1]octane system.