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

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 formatio...

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Bibliographic Details
Published in:Chemistry letters 2014-02, Vol.43 (2), p.210-212
Main Authors: Ashikari, Yosuke, Kiuchi, Yohei, Takeuchi, Tomoya, Ueoka, Koji, Suga, Seiji, Yoshida, Jun-ichi
Format: Article
Language:English
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Summary: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.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.130947