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

Publikations-Art

Zeitschriftenbeitrag (peer-reviewed)

Autoren

Schmidt, D.; Conrad, J.; Klaiber, I.; Beifuss, U.

Erscheinungsjahr

2006

Veröffentlicht in

J. Che,. Soc., Chem. Commun.

DOI

10.1039/B611105J

Seite (von - bis)

4732-4734

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 are converted into substituted 4-hydroxy-2H-pyron-2-ones, pyrazoles and isoxazoles under mild conditions. The efficiency of this method is demonstrated by the first synthesis of two naturally occurring pyrones.