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铼催化非极性和极性不饱和分子插入烯烃的碳氢键反应。

Rhenium-catalyzed insertion of nonpolar and polar unsaturated molecules into an olefinic C-H bond.

作者信息

Kuninobu Yoichiro, Fujii Yasuo, Matsuki Takashi, Nishina Yuta, Takai Kazuhiko

机构信息

Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima, Kita-ku, Okayama 700-8530, Japan.

出版信息

Org Lett. 2009 Jun 18;11(12):2711-4. doi: 10.1021/ol900962v.

DOI:10.1021/ol900962v
PMID:19469520
Abstract

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) 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).

摘要

在催化量的铼配合物[ReBr(CO)(3)(thf)]₂存在下,用α,β-不饱和羰基化合物、炔烃或醛处理带有导向基团的烯烃,分别得到γ,δ-不饱和羰基化合物、二烯和烯丙基硅醚。该反应通过C-H键活化、不饱和分子插入形成的铼-碳键,然后进行还原消除(或在醛的情况下进行转金属化)来进行。

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Org Lett. 2009 Jun 18;11(12):2711-4. doi: 10.1021/ol900962v.
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