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通过阳离子重排实现酸促进芳基乙炔环化生成苯并双环[3.2.1]辛烷

Acid-promoted bicyclization of arylacetylenes to benzobicyclo[3.2.1]octanes through cationic rearrangements.

作者信息

Su Xiang, Sun Yihua, Yao Jiannian, Chen Hui, Chen Chao

机构信息

Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing, 100084, China.

Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Photochemistry Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.

出版信息

Chem Commun (Camb). 2016 Mar 25;52(24):4537-40. doi: 10.1039/c6cc00452k.

Abstract

Acid-promoted efficient, site- and stereo-selective bicyclization of alkynes to polycyclic compounds (benzobicyclo[3.2.1]octanes) was realized with atom- and step-economy. The reaction proceeded through two C-C bonds formed on remote alkyl C-H bonds via twice long-distance cationic rearrangement.

摘要

通过酸促进实现了炔烃高效、位点和立体选择性双环化生成多环化合物(苯并双环[3.2.1]辛烷),具有原子经济性和步骤经济性。该反应通过远程烷基C-H键上形成的两个C-C键,经由两次长距离阳离子重排进行。

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