Liebigs Annalen

Ring??chain tautomerism provides a route to 7a??hydroxy??3a??methyl??2, 7??dioxoperhydrobenzofuran. Synthesis of the hydroxy γ??lactone substructure of myrocin and …

W Langschwager, HMR Hoffmann

Index: Langschwager, Wolf; Hoffmann, H. Martin R. Liebigs Annalen, 1995 , # 5 p. 797 - 802

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Abstract

Abstract (2-Oxocyclohexyl) acetic acid 10 was converted into bicyclic alkoxy γ-lactones 12a– d via intermediate chloro lactone 11 and alkanolysis. Similarly, lactones 15a, b and 18 were prepared. In contrast, simple ring-chain tautomerism directly afforded the title heterocycle 28, a crystalline, stable and well-defined compound. The angular methyl group seems essential for the spontaneous lactonization. 5, 5-Dialkoxy-4-oxocarboxylic acids 26a, b without an ...