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通过电化学钴催化实现对映选择性 N-N 轴合成。

Atroposelective N-N Axes Synthesis via Electrochemical Cobalt Catalysis.

作者信息

Sun Yingjie, Yang Taixin, Wang Qiuling, Shi Linlin, Song Mao-Ping, Niu Jun-Long

机构信息

College of Chemistry, Pingyuan Laboratory, Zhengzhou University, Zhengzhou 450001, China.

出版信息

Org Lett. 2024 Jun 21;26(24):5063-5068. doi: 10.1021/acs.orglett.4c01025. Epub 2024 Jun 12.

Abstract

Here, we disclosed an unprecedented cobalt electrocatalyzed atroposelective C-H activation and annulation for the efficient construction of diversely functionalized N-N axes in an undivided cell. A broad range of allene substrates and benzamides bearing different functionalities are compatible with generating axially chiral products with good yields and excellent enantioselectivities (up to 92% yield and 99% ee). A series of synthetic applications and control experiments were also performed, which further expanded the practicality of this strategy.

摘要

在此,我们揭示了一种前所未有的钴电催化阻转选择性C-H活化和环化反应,用于在无隔膜电解池中高效构建功能多样的N-N轴。多种带有不同官能团的联烯底物和苯甲酰胺与该反应兼容,能够以良好的产率和优异的对映选择性(产率高达92%,对映体过量值高达99%)生成轴手性产物。还进行了一系列合成应用和对照实验,进一步拓展了该策略的实用性。

相似文献

1
Atroposelective N-N Axes Synthesis via Electrochemical Cobalt Catalysis.通过电化学钴催化实现对映选择性 N-N 轴合成。
Org Lett. 2024 Jun 21;26(24):5063-5068. doi: 10.1021/acs.orglett.4c01025. Epub 2024 Jun 12.

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