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Highly selective AlCl3 initiated intramolecular α-alkylation of α,β-unsaturated lactams and lactones

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Abstract

An unprecedented example of AlCl3 initiated intramolecular α-alkylation of α,β-unsaturated lactams and lactones is reported. A variety of substrates containing an intramolecular diene yield exclusively regioselective six-membered ring products. This reaction protocol generates a new stereo centre which may be of high interest for the functionalization of bioactive coumarin and quinolinone derivatives.

Graphical abstract: Highly selective AlCl3 initiated intramolecular α-alkylation of α,β-unsaturated lactams and lactones

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Publication details

The article was received on 25 Oct 2018, accepted on 27 Nov 2018 and first published on 07 Dec 2018


Article type: Communication
DOI: 10.1039/C8OB02961J
Citation: Org. Biomol. Chem., 2019, Advance Article
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    Highly selective AlCl3 initiated intramolecular α-alkylation of α,β-unsaturated lactams and lactones

    D. Xu, F. Kaiser, H. Li, R. M. Reich, H. Guo and F. E. Kühn, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C8OB02961J

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