Tetrahedron Letters

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

BH Patel, SFA Heath, AM Mason, AGM Barrett

Index: Patel, Bhavesh H.; Heath, Scott F.A.; Mason, Andrew M.; Barrett, Anthony G.M. Tetrahedron Letters, 2011 , vol. 52, # 17 p. 2258 - 2261

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Citation Number: 14

Abstract

Thermolysis of 6, 6′-(2-oxopropane-1, 3-diyl) bis (2, 2-dimethyl-4H-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.