The Synthesis of a Clavacin Isomer

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Abstract
Clavacin isomers of type II were synthesized. Compd. II was obtained when methyl vinyl ketone was condensed with ethyl oxalate in the presence of sodium methoxide, followed by condensation of the resulting Na salt with formaldehyde. The u.-v. absorption spectrum of II had the same maximum as clavacin. Compd. II and its homologues IV and V behaved similarly to clavacin. The properties of type II compds. showed that they do not enter into the dynamic tautomerism suggested for clavacin.