Enantioselective Synthesis of Functionalized Arenes by Nickel‐Catalyzed Site‐Selective Hydroarylation of 1,3‐Dienes with Aryl Boronates
Enantioselective Synthesis of Functionalized Arenes by Nickel‐Catalyzed Site‐Selective Hydroarylation of 1,3‐Dienes with Aryl Boronates
复制标题
镍催化位点对映选择性合成功能化芳烃——1,3-二烯与芳基硼酸酯的选择性氢芳基化
DOI：
10.1002/anie.202004982
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发表时间：
2020
期刊：
影响因子：
--
通讯作者：
Meek, Simon J.
中科院分区：
文献类型：
--
作者：
Marcum, Justin S.;Taylor, Tiffany R.;Meek, Simon J.
报道了一种用芳基硼酸酯催化末端和内部1,3二烯的分子间氢化芳烯合成功能化芳烃的位点选择性和对映选择性催化方法。在乙醇中加入5.0 mol %的单齿磷酰胺-镍络合物，可得到多种富集对映体的产物，收率高达96%，效率为99:1。机理研究表明，ni -烯丙基的形成是不可逆的，与芳基硼酸盐的性质有关。
A catalytic method for the site‐selective and enantioselective synthesis of functionalized arenes by the intermolecular hydroarylation of terminal and internal 1,3‐dienes with aryl pinacolato boronates is reported. The reactions are promoted by 5.0 mol % of a readily available monodentate phosphoramidite‐Ni complex in ethanol, affording a variety of enantioenriched products in up to 96 % yield and 99:1 er. Mechanistic studies indicate that Ni–allyl formation is irreversible and related to the nature of the arylboronate.