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

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...

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Veröffentlicht in:	Organic & biomolecular chemistry 2019-02, Vol.17 (7), p.1796-1799
Hauptverfasser:	Kim, Daria E, Zhu, Yingchuan, Newhouse, Timothy R
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Sprache:	eng
Schlagworte:	Cross coupling Substrates
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description	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.
doi_str_mv	10.1039/c8ob02573h
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source	Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects	Cross coupling Substrates
title	Vinylogous acyl triflates as an entry point to α,β-disubstituted cyclic enones via Suzuki-Miyaura cross-coupling
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