Jr. Caycho et al., TETRALKYLAMMONIUM PERMANGANATE EPOXIDATION OF AN UNREACTIVE DOUBLE-BOND BY AN INTRAMOLECULAR OXYGEN-ATOM TRANSFER PROCESS, Chemistry Letters, (1), 1998, pp. 25-26
The ammonium permanganate oxidation of a tricyclic, rigid diene gives
the mono- dihydroxylated compound together with the diol- epoxide deri
vative. The epoxidation involves an intramolecular oxygen-atom transfe
r p rocess from the anchored manganese (V) diester to the second doubl
e bond.