Frontier Research Center for Energy and Resources, School of Engineering, The University of Tokyo, Bunkyo-ku, Tokyo, 113-8656, Japan.
Department of Systems Innovation, School of Engineering, The University of Tokyo, Bunkyo-ku, Tokyo, 113-8656, Japan.
Chem Asian J. 2018 Dec 4;13(23):3653-3657. doi: 10.1002/asia.201801542. Epub 2018 Oct 31.
Cross-coupling reactions of alkenyl halides with 4-alkyl-1,4-dihydropyridines as alkylation reagents have been achieved by combination of nickel and photoredox catalysts. Alkenyl halides bearing alkyl and aryl substituents are available. Particularly, in the use of aryl-substituted alkenyl halides, cross-coupling reactions are associated with E to Z isomerization of alkenes. Thus, Z-isomers of the products are obtained as major products. The present strategy provides a novel synthetic method to control the stereochemistry around alkenes.
烯基卤化物与 4-烷基-1,4-二氢吡啶作为烷基化试剂的交叉偶联反应可以通过镍和光氧化还原催化剂的组合来实现。具有烷基和芳基取代基的烯基卤化物是可用的。特别是，在使用芳基取代的烯基卤化物时，交叉偶联反应与烯烃的 E 到 Z 异构化有关。因此，产物的 Z-异构体主要以产物的形式得到。本策略提供了一种控制烯烃周围立体化学的新的合成方法。
