Isomerization of bicyclic terpene epoxides into allylic alcohols without changing of the initial structure

Article abstract of DOI:10.1016/j.molcata.2013.09.016

A novel method of (1S,2R,3R,5R)-6,6-dimethyl-4-methylenebicyclo[3.1.1] heptane-2,3-diol synthesis, which is a valuable intermediate in the synthesis of a perspective potent anti-Parkinson drugs, in the presence of TiO₂ was proposed. Catalytic activity of TiO₂ in the bicyclic terpene epoxides isomerization to corresponding allylic alcohols without changing of the initial structure was demonstrated, contrary to titania-supported Au catalysts which promoted rearrangement with predominant formation of a cyclopentene α-hydroxy ketone.