Palladium charcoal-catalyzed deprotection of O-allylphenols
Miyuki Ishizaki, Makoto Yamada, Shin-ichi Watanabe, Osamu Hoshino, Kiyoshi Nishitani, Maiko Hayashida, Atsuko Tanaka and Hiroshi Hara*
*Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641, Yamazaki, Noda-shi, Chiba 278-8510, Japan, Email: h.harars.noda.tus.ac.jp
M. Ishizaki, M. Yamada, S.-I. Watanabe, O. Hoshino, K. Nishitani, M. Hayashida, A. Tanaka, H. Hara, Tetrahedron, 2004, 60, 7973-7981.
Allyl aryl ethers can be easily cleaved by the use of 10% Pd/C under mild and basic conditions. The present reaction would involve a SET process rather than a π-allyl-palladium complex. The scope and limitation of this new deprotective methodology are also described.
see article for more examples