Synthesis of substituted phenols by using the ring-closing metathesis/isoaromatization approach.
Ring-closing olefin metathesis (RCM) of 4-methylene-1,7-octadien-3-ones 2, followed by isomerization of the carbon--carbon double bond of 6-methylene-2-cyclohexenones 3 from exo to endo, produced various phenols 4. As an application of the method, the RCM/Mizoroki-Heck reaction of 2 was proven to be also effective for the synthesis of phenols having an additional substituent at ortho-benzylic position.
Yoshida
Kazuhiro
K
Department of Chemistry, Graduate School of Science, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522 (Japan). kyoshida@faculty.chiba-u.jp
Narui
Rintaro
R
Imamoto
Tsuneo
T