Efficient two directional syntheses of a homophthalate ester and novel resorcylate oligomers

Thermolysis of 6,6′-(2-oxopropane-1,3-diyl)bis(2,2-dimethyl-4 H-1,3-dioxin-4-one) in the presence of methanol gave a triketo-ester which subsequently aromatized to provide a synthetically useful homophthalate ester. Enolate C-acylation in the presence of diethylzinc was used to synthesize other doub...

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Veröffentlicht in:Tetrahedron letters 2011-04, Vol.52 (17), p.2258-2261
Hauptverfasser: Patel, Bhavesh H., Heath, Scott F.A., Mason, Andrew M., Barrett, Anthony G.M.
Format: Artikel
Sprache:eng
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Zusammenfassung:Thermolysis of 6,6′-(2-oxopropane-1,3-diyl)bis(2,2-dimethyl-4 H-1,3-dioxin-4-one) in the presence of methanol gave a triketo-ester which subsequently aromatized to provide a synthetically useful homophthalate ester. Enolate C-acylation in the presence of diethylzinc was used to synthesize other double diketo-dioxinones, which on cyclization, aromatization and dioxinone ring opening gave novel double resorcylate derivatives.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.01.100