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Vinylogous acyl triflates as an entry point to α,β-disubstituted cyclic enones via Suzuki–Miyaura cross-coupling

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Abstract

An alternative protocol for the B-alkyl Suzuki–Miyaura reaction to produce cyclic α,β-disubstituted enones is reported. The use of β-triflyl enones as coupling partners in lieu of their halogenated analogs provides enhanced substrate stability to light and chromatography without adversely affecting reactivity. This protocol allows efficient access to the synthetically challenging α,β-disubstituted enone motif under mild conditions.

Graphical abstract: Vinylogous acyl triflates as an entry point to α,β-disubstituted cyclic enones via Suzuki–Miyaura cross-coupling

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Publication details

The article was received on 16 Oct 2018, accepted on 14 Nov 2018 and first published on 30 Nov 2018


Article type: Communication
DOI: 10.1039/C8OB02573H
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Vinylogous acyl triflates as an entry point to α,β-disubstituted cyclic enones via Suzuki–Miyaura cross-coupling

    D. E. Kim, Y. Zhu and T. R. Newhouse, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB02573H

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