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化学进展 2022, Vol. 34 Issue (6): 1245-1246 DOI: 10.7536/PC220527   后一篇

所属专题: 中国化学印记

• 中国化学印记 •

高效合成热力学不稳定的双取代环己烷

董顺喜, 刘小华*()   

  1. 四川大学化学学院 绿色化学与技术教育部重点实验室 成都 610064
  • 出版日期:2022-08-02 发布日期:2022-05-20
  • 通讯作者: 刘小华

The Synthesis of Thermodynamically Disfavored Disubstituted Cyclohexanes

Shunxi Dong, Xiaohua Liu()   

  1. Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China
  • Online:2022-08-02 Published:2022-05-20
  • Contact: Xiaohua Liu

Thermodynamically disfavored disubstituted cyclohexanes are synthesized with excellent kinetic stereocontrol from readily available substituted methylenecyclohexanes based on chain-walking catalysis. Control experiments and theoretical calculations suggest that the initial introduction of bulky boron ester substitution away from the ring is crucial to the high diastereoselectivity. This finding opens a new adventure to the application of chain walking catalysis in organic synthesis and provides a ready access to thermodynamically disfavored but biologically important disubstituted cyclohexanes and the derivatives.

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