Synthesis of the bis-potassium salts of 5-hydroxy-3-oxopent-4-enoic acids and their use for the efficient preparation of 4-hydroxy-2 H-pyran-2-ones and other …

D Schmidt, J Conrad, I Klaiber, U Beifuss

Index: Schmidt, Dietmar; Conrad, Juergen; Klaiber, Iris; Beifuss, Uwe Chemical Communications, 2006 , # 45 p. 4732 - 4734

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Citation Number: 9

Abstract

5-Hydroxy-3-oxopent-4-enoic acid esters can be efficiently transformed into the stable bis- potassium salts of the corresponding 5-hydroxy-3-oxopent-4-enoic acids, from which the sensitive acids are released in situ, the latter being converted into substituted 4-hydroxy-2H- pyran-2-ones, pyrazoles and isoxazoles under mild conditions; the efficiency of this method is demonstrated by the first synthesis of two naturally occurring pyrones.