Synthesis of symmetrical trisubstituted olefins by cross metathesis

Synthesis of symmetrical trisubstituted olefins by cross metathesis
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DOI:
10.1021/ol0259793
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发表时间:
2002-05-30
期刊:
影响因子:
5.2
通讯作者:
Grubbs, RH
Grubbs, RH
中科院分区:
化学1区
文献类型:
--
作者:
Chatterjee, AK;Sanders, DP;Grubbs, RH

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[图解]通过分子间烯烃交叉歧化(CM)在α-烯烃和对称的1,1-二取代烯烃之间使用咪唑亚甲基Ru-亚甲基络合物合成了三取代烯烃。特别令人感兴趣的是通过与异丁烯的简单的无溶剂CM反应合成类异戊二烯/戊二烯基团。此外,还可以通过2-甲基-2-丁烯与多种α-烯烃在室温下以低催化剂负载量进行交叉复分解来安装戊烯基团。
[GRAPHICS]Trisubstituted alkenes have been prepared via intermolecular olefin cross-metathesis (CM) between alpha-olefins and symmetrically 1,1-disubstituted olefins using an imidazolylidene ruthenium benzylidene complex. Of particular interest is the synthesis of isoprenoid/prenyl groups by a simple solvent-free CM reaction with isobutylene. In addition, prenyl groups can also be installed by a cross-metathesis of 2-methyl-2-butene with a variety of alpha-olefins at room temperature with low catalyst loadings.