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Brønsted base-catalyzed annulation of allyl ketones and alkynyl 1,2-diketones

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Abstract

The discovery of new reaction modes mediated by easily available substrates is an important research topic in organic synthesis. Allyl ketones and related compounds have been demonstrated to undergo γ- or α-selective additions to different electrophiles. We disclose here the Brønsted base-catalyzed reaction of allyl ketones and alkynyl 1,2-diketones, which undergo a unique α-selective addition/intramolecular aldol-type annulation/C–C bond cleavage process, and a series of 2-acyloxycyclopent-3-enones can be obtained under very mild conditions.

Graphical abstract: Brønsted base-catalyzed annulation of allyl ketones and alkynyl 1,2-diketones

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Publication details

The article was received on 06 Feb 2018, accepted on 29 Mar 2018 and first published on 29 Mar 2018


Article type: Communication
DOI: 10.1039/C8CC01020J
Citation: Chem. Commun., 2018, Advance Article
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    Brønsted base-catalyzed annulation of allyl ketones and alkynyl 1,2-diketones

    X. Kong, J. Song, J. Liu, M. Meng, S. Yang, M. Zeng, X. Zhan, C. Li and X. Fang, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8CC01020J

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