Abstract
The scope and limitations of an expeditious synthesis of substituted butenolides from
3-substituted or 3,4-disubstituted furans is described. The entire process embodies
a controlled oxidation of the furan core to a 2,5-dialkoxy-dihydrofuran intermediate
and a regioselective acid-catalyzed hydrolysis to the butenolide derivative. 3-Substituted
furans yield exclusively 2-substituted butenolides. Calculations studies provide substantiation
of a proposed mechanism.
Key words
oxidation - furans - substituted butenolides
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