Addition of n-acyliminium ion pools to alkenes having a nucleophilic moiety: Integration of intermolecular and intramolecular reactions

Yosuke Ashikari; Yohei Kiuchi; Tomoya Takeuchi; Koji Ueoka; Seiji Suga; Jun Ichi Yoshida

doi:10.1246/cl.130947

Addition of n-acyliminium ion pools to alkenes having a nucleophilic moiety: Integration of intermolecular and intramolecular reactions

Yosuke Ashikari, Yohei Kiuchi, Tomoya Takeuchi, Koji Ueoka, Seiji Suga, Jun Ichi Yoshida

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

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 carboncarbon bond formation followed by intramolecular carbonheteroatom bond formation to give the corresponding heterocyclic compounds such as cyclic ethers, lactones, and 2-isoxazolines, respectively.

Original language	English
Pages (from-to)	210-212
Number of pages	3
Journal	Chemistry Letters
Volume	43
Issue number	2
DOIs	https://doi.org/10.1246/cl.130947
Publication status	Published - 2014
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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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 carboncarbon bond formation followed by intramolecular carbonheteroatom bond formation to give the corresponding heterocyclic compounds such as cyclic ethers, lactones, and 2-isoxazolines, respectively.",

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T2 - Integration of intermolecular and intramolecular reactions

AU - Ashikari, Yosuke

AU - Kiuchi, Yohei

AU - Takeuchi, Tomoya

AU - Ueoka, Koji

AU - Suga, Seiji

AU - Yoshida, Jun Ichi

PY - 2014

Y1 - 2014

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AB - 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 carboncarbon bond formation followed by intramolecular carbonheteroatom bond formation to give the corresponding heterocyclic compounds such as cyclic ethers, lactones, and 2-isoxazolines, respectively.

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Addition of n-acyliminium ion pools to alkenes having a nucleophilic moiety: Integration of intermolecular and intramolecular reactions

Abstract

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