Addition of <i>N</i>-Acyliminium Ion Pools to Alkenes Having a Nucleophilic Moiety: Integration of Intermolecular and Intramolecular Reactions

• Yosuke Ashikari

  Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University

• Yohei Kiuchi

  Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University

• Tomoya Takeuchi

  Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University

• Koji Ueoka

  Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University

• Seiji Suga

  Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University

• Jun-ichi Yoshida

  Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University

Abstract

The reaction of electrochemically generated N-acyliminium ion pools with alkenes bearing a heteroatom nucleophilic functionality such as a hydroxy group, a carboxy group, and an oxime moiety led to intermolecular carbon–carbon bond formation followed by intramolecular carbon–heteroatom bond formation to give the corresponding heterocyclic compounds such as cyclic ethers, lactones, and 2-isoxazolines, respectively.

Journal

• Chemistry Letters

  Chemistry Letters 43 (2), 210-212, 2013-11-01

  Oxford University Press (OUP)

Keywords

• General Chemistry

Details

• CRID: 1360283694082174592
• NII Article ID: 130004867983
• DOI: 10.1246/cl.130947
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/43/2/210/55635922/cl.130947.pdf
• Data Source:
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  • CiNii Articles
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