Isomerization of 2-and 2(10)-Pinene Oxides by Two New Methods

Abstract

The reaction of 2- and 2(10)-pinene oxides, [1] and [2], in polar aprotic solvents or chloroacetic acids in the presence of synthetic zeolites was studied. In DMF, trans-carveol [8] was obtained as a principal component from [1] in 85% selectivity. In SF, myrtenol [6] was obtained from [2] in high selectivity (97%). Perillye alcohol [11] was obtained from [2] in 84% selectivity by the reaction with trichloroacetic acid in the presence of A-4zeolite.