Aldehydes react with anhydrides under acid catalysis to give geminal diacetates, but the yields are usually poor.2v3

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There has been tremendous interest in the chemistry of pyrroles for many years.2 The isolation of the natural product prodigiosin, a pigment having antibiotic activity, stimulated work in 3-alkoxypyrrole synthesis and resulted in the successful preparation of this compound and various analogues.3Basically, there are four methods for the generation of 3-alkoxypyrroles. Rapoport's elegant synthesis of prodi-giosin3b used chemistry of Kuhn and Osswald.3®-4 An initial conjugate addition to an unsaturated ester followed by Dieckmann condensation, hydrolysis, ketal formation, (1)

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