Tetrahedron Letters

Lewis acid mediated condensation reactions of α, β-unsaturated acids with 4-hydroxy-2-pyrones. A concise structural assignment of Fleischmann's α, α-bispyrone and …

LR Zehnder, JW Dahl, RP Hsung

Index: Zehnder, Luke R.; Dahl, Jason W.; Hsung, Richard P. Tetrahedron Letters, 2000 , vol. 41, # 12 p. 1901 - 1905

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Citation Number: 21

Abstract

Unambiguous assignments of Fleischmann's α, α-bispyrone 3 and Praill's α, γ-bispyrone 6 have been carried out by exploring Lewis acid mediated condensation reactions of α, β- unsaturated carboxylic acids with 4-hydroxy-2-pyrones. This protocol is shown to be useful for synthesis of a BCDE-ring tetracyclic analog of arisugacin.