Rhenium-catalyzed insertion of nonpolar and polar unsaturated molecules into an olefinic C-H bond.
Treatment of olefins bearing a directing group with alpha,beta-unsaturated carbonyl compounds, alkynes, or aldehydes in the presence of a catalytic amount of a rhenium complex, [ReBr(CO)(3)(thf)](2) gave gamma,delta-unsaturated carbonyl compounds, dienes, and allyl silyl ethers, respectively. This reaction proceeds via C-H bond activation, insertion of unsaturated molecules into the formed rhenium-carbon bond, and then reductive elimination (or transmetalation in the case of aldehydes).
Kuninobu
Yoichiro
Y
Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima, Kita-ku, Okayama 700-8530, Japan. kuninobu@cc.okayama-u.ac.jp
Fujii
Yasuo
Y
Matsuki
Takashi
T
Nishina
Yuta
Y
Takai
Kazuhiko
K