Cobalt-catalyzed regioselective dehydrohalogenation of alkyl halides with dimethylphenylsilylmethylmagnesium chloride

Cobalt-catalyzed regioselective dehydrohalogenation of alkyl halides with dimethylphenylsilylmethylmagnesium chloride
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DOI:
10.1021/ja804277x
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发表时间:
2008-08-27
影响因子:
15
通讯作者:
Oshima, Koichiro
Oshima, Koichiro
中科院分区:
化学1区
文献类型:
--
作者:
Kobayashi, Tsuneyuki;Ohmiya, Hirohisa;Oshima, Koichiro

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钴催化的卤代烷与二甲基苯基甲硅烷基甲基氯化镁的反应导致高度区域选择性的脱卤化氢。该反应不遵循常规的E2消除机理,而是包括从相应的烷基钴中间体中的β-氢化物消除。钴催化脱卤化氢的有趣的反应机理提供了独特的转换,否则难以实现。
Cobalt-catalyzed reactions of haloalkanes with dimethylphenylsilylmethylmagnesium chloride result in highly regioselective dehydrohalogenation. The reaction does not follow the conventional E2 elimination mechanism but includes beta-hydride elimination from the corresponding alkylcobalt intermediate. The interesting reaction mechanism of the cobalt-catalyzed dehydrohalogenation offered unique transformations that are otherwise difficult to attain.