Nickel-catalyzed electrochemical couplings of vinyl halides:: Synthetic and stereochemical aspects

Nickel-catalyzed electrochemical couplings of vinyl halides:: Synthetic and stereochemical aspects
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DOI:
10.1021/jo000182f
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发表时间:
2000-07-28
影响因子:
3.6
通讯作者:
Nédélec, JY
Nédélec, JY
中科院分区:
化学2区
文献类型:
--
作者:
Cannes, C;Condon, S;Nédélec, JY

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涉及烯基卤化物的均偶联和交叉偶联已经使用电辅助镍络合物催化有效地进行。因此以高产率和高立体选择性制备有价值的产物,例如共轭二烯、β、γ-或γ、δ-不饱和酯、酮或腈以及烯基化芳基化合物。部分异构化仅在少数情况下观察到,当烯基卤化物参与催化循环的后期步骤时。制备(Z,Z)-1,3-二烯时就是这种情况。
Homo- and cross-coupling involving alkenyl halides have been performed efficiently using an electroassisted nickel-complex catalysis. Valuable product such as conjugated dienes, beta,gamma- or gamma,delta-unsaturated esters, ketones, or nitriles, as well as alkenylated aryl compounds are thus prepared with high yields and high stereoselectivity. Partial isomerization is only observed in a few cases, when the alkenyl halide is involved in a late step of the catalytic cycle. This is the case in the preparation of (Z,Z)-1,3-diene.