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Three-Component Cross-Electrophile Coupling: Regioselective Electrochemical Dialkylation of Alkenes
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2023-10-06 , DOI: 10.1021/jacs.3c06794
Lingxiang Lu 1 , Yi Wang 1 , Wendy Zhang 2 , Wen Zhang 1 , Kimberly A See 2 , Song Lin 1
Affiliation  

The cross-electrophile dialkylation of alkenes enables the formation of two C(sp3)–C(sp3) bonds from readily available starting materials in a single transformation, thereby providing a modular and expedient approach to building structural complexity in organic synthesis. Herein, we exploit the disparate electronic and steric properties of alkyl halides with varying degrees of substitution to accomplish their selective activation and addition to alkenes under electrochemical conditions. This method enables regioselective dialkylation of alkenes without the use of a transition-metal catalyst and provides access to a diverse range of synthetically useful compounds.

中文翻译:


三组分交叉亲电偶联:烯烃的区域选择性电化学二烷基化



烯烃的交叉亲电二烷基化能够在一次转化中从现成的起始材料形成两个 C(sp3)–C(sp3) 键,从而为在有机合成中构建结构复杂性提供了一种模块化的权宜之计。在本文中,我们利用具有不同取代程度的烷基卤化物的不同电子和空间特性,在电化学条件下完成它们的选择性活化和烯烃加成。该方法无需使用过渡金属催化剂即可实现烯烃的区域选择性二烷基化,并提供了多种合成有用的化合物。
更新日期:2023-10-06
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