General and facile method for exo-methlyene synthesis via regioselective C-C double-bond formation using a copper-amine catalyst system.
General and facile method for exo-methlyene synthesis via regioselective C-C double-bond formation using a copper-amine catalyst system.
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DOI：
10.1021/ol502953w
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发表时间：
2014-10
期刊：
影响因子：
5.2
通讯作者：
T. Nishikata;Kimiaki Nakamura;Kohei Itonaga;S. Ishikawa
中科院分区：
文献类型：
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作者：
T. Nishikata;Kimiaki Nakamura;Kohei Itonaga;S. Ishikawa
在这项研究中，对于远端选择性的β氢化物消除生成具有叔烷基卤化物和α烷基化的苯乙烯之间新形成的Csp(3)-Csp(3)键的外亚甲基化合物，铜(I)盐和吡啶基胺配体的组合被发现是一个非常有效的催化体系。产率和区域选择性很高，区域选择性取决于烷基卤化物的结构，其中大块的烷基卤化物显示出最高的远端选择性。
In this study, for distal-selective β-hydride elimination to produce exomethylene compounds with a newly formed Csp(3)-Csp(3) bond between tertiary alkyl halides and α-alkylated styrenes, a combination of a Cu(I) salt and a pyridine-based amine ligand (TPMA) is found to be a very efficient catalyst system. The yields and regioselectivities were high, and the regioselectivity was found to be dependent on the structure of the alkyl halide, with bulky alkyl halides showing the highest distal selectivities.