Cobalt-Catalyzed Isomerization of 1-Alkenes to (E)-2-Alkenes with Dimethylphenylsilylmethylmagnesium Chloride and Its Application to the Stereoselective Synthesis of (E)-Alkenylsilanes

被引：53

作者：

Kobayashi, Tsuneyuki ^{[1
]}

Yorimitsu, Hideki ^{[1
]}

Oshima, Koichiro ^{[1
]}

机构：

[1] Kyoto Univ, Dept Chem Mat, Grad Sch Engn, Nishikyo Ku, Kyoto 6158510, Japan

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2009年 / 4卷 / 07期

关键词：

alkenes; alkenylsilanes; cobalt; Grignard reagents; isomerization; CYCLIZATION/CROSS-COUPLING REACTIONS; N-HETEROCYCLIC CARBENE; CARBON BOND-FORMATION; 6-HALO-1-HEXENE DERIVATIVES; GRIGNARD-REAGENTS; MECHANISM; HYDRIDE; ALLYLSILANES; COMPLEX; OLEFINS;

D O I：

10.1002/asia.200900111

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Treatment of 1-alkenes with dimethylphenylsilylmethylmagnesium chloride in the presence of a cobalt-NHC complex in dioxane at 50 degrees C or higher provides the corresponding (E)-2-alkenes selectively. The isomerization is applicable to the stereoselective synthesis of (E)-crotylsilanes and (E)-1-propenylsilanes from the corresponding homoallylsilanes and allylsilanes, respectively.

引用

页码：1078 / 1083

页数：6

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