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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.

DOI: 10.1016/j.tet.2004.05.097


Abstract

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.

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Key Words

Allyl aryl ethers, Allyl Ethers, Deprotection, Palladium charcoal, SET process


ID: J72-Y2004-710