Selective mono-deallylation of O,O-diallylcatechols using 10% Pd/C was investigated to give the corresponding
allylphenols. A similar reaction of 3-methylene-1,5-benzodioxepanes afforded O-methacryl catecohols. When
substrates bearing various substituents on the benzene ring were subjected to the reaction, regioselective cleavage
of an ether bond occurred at the side of para position to an electron-withdrawing group on the aromatic ring.
On the other hand, an electron-donating group did not cause any selectivity.
pp.1299-1303
