Synthesis of Functionalized Alkenes by a Transition-Metal-Free Zweifel Coupling
Synthesis of Functionalized Alkenes by a Transition-Metal-Free Zweifel Coupling
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DOI：
10.1021/acs.orglett.7b01124
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发表时间：
2017-05-19
期刊：
影响因子：
5.2
通讯作者：
Aggarwal, Varinder K.
中科院分区：
文献类型：
--
作者：
Armstrong, Roly J.;Niwetmarin, Worawat;Aggarwal, Varinder K.
Zweifel反应是一种合成烯烃的有效方法，可作为Suzuki-Miyaura反应的替代方法。迄今为止，Zweifel偶联的范围相当窄，并且主要集中在乙烯基锂试剂的偶联以合成简单的芳基和烷基取代的烯烃。本文描述了能够偶联格氏试剂或有机锂的一般无过渡金属偶联方法的开发。该方法使得能够对映体特异性合成各种官能化的无环和环烯烃产物。
The Zweifel reaction is a powerful method for the synthesis of alkenes, serving as a transition-metal-free alternative to the Suzuki-Miyaura reaction. To date, the scope of the Zweifel coupling has been rather narrow and has focused mainly on the coupling of vinyllithium reagents to synthesize simple aryl- and alkyl-substituted olefins. Herein, the development of a general transition-metal-free coupling process enabling the coupling of Grignard reagents or organolithiums is described. This method enables the enantiospecific synthesis of a wide variety of functionalized acyclic and cyclic olefin products.