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铱催化脂肪族内烯烃的远端硼氢化反应

Iridium-Catalyzed Distal Hydroboration of Aliphatic Internal Alkenes.

作者信息

Wang Guangzhu, Liang Xinyi, Chen Lili, Gao Qian, Wang Jian-Guo, Zhang Panke, Peng Qian, Xu Senmiao

机构信息

College of Chemistry and Molecular Engineering, Henan Institute of Advanced Technology, Zhengzhou University, Zhengzhou, 450001, China.

State Key Laboratory for Oxo Synthesis and Selective Oxidation, Center for Excellence in Molecular Synthesis, Suzhou Research Institute, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000, China.

出版信息

Angew Chem Int Ed Engl. 2019 Jun 11;58(24):8187-8191. doi: 10.1002/anie.201902464. Epub 2019 May 8.

Abstract

The regioselective hydroboration of aliphatic internal alkenes remains a great challenge. Reported herein is an iridium-catalyzed hydroboration of aliphatic internal alkenes, providing distal-borylated products in good to excellent yields with high regioselectivity (up to 99:1). We also demonstrate that the C-B bond of the distal-borylated product can be readily converted into other functional groups. DFT calculations indicate that the reaction proceeds through an unexpected Ir /Ir cycle.

摘要

脂肪族内烯烃的区域选择性硼氢化反应仍然是一个巨大的挑战。本文报道了一种铱催化的脂肪族内烯烃硼氢化反应,能以良好至优异的产率和高区域选择性(高达99:1)提供远端硼化产物。我们还证明了远端硼化产物的C-B键可以很容易地转化为其他官能团。密度泛函理论计算表明,该反应通过一个意想不到的Ir/Ir循环进行。

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