Ligand-Controlled Regiodivergent Cu-Catalyzed Aminoboration of Unactivated Terminal Alkenes

Ligand-Controlled Regiodivergent Cu-Catalyzed Aminoboration of Unactivated Terminal Alkenes
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DOI:
10.1021/jacs.5b02775
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发表时间:
2015-05-27
影响因子:
15
通讯作者:
Miura, Masahiro
Miura, Masahiro
中科院分区:
化学1区
文献类型:
--
作者:
Sakae, Ryosuke;Hirano, Koji;Miura, Masahiro

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研究了一种配体控制的区域发散型铜催化非活化末端烯烃与二硼试剂和羟胺的氨基溴化反应。黄磷连接的CuCl络合物分别将硼和氨基引导到末端和内部位置。另一方面,在n -杂环碳基iprcur催化下,选择性地得到了相反的区域异构体。这两种Cu催化剂可以很容易地将简单而丰富的末端烯烃转化为高价值的-硼烷基胺。
A ligand-controlled regiodivergent Cu-catalyzed aminoboration of unactivated terminal alkenes with diboron reagents and hydroxylamines has been developed. The xantphos-ligated CuCl complex guides the boron and amino groups to the terminal and internal positions, respectively. On the other hand, the opposite regioisomers are selectively obtained under the N-heterocyclic carbene-based IPrCuBr catalysis. The two Cu catalysts can readily transform simple and abundant terminal alkenes into highly valuable beta-borylalkylamines regiodivergently.