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Communication | Regular issue | Vol 6, No. 9, 1977, pp.1299-1305
Published online, 1st January, 1970
DOI: 10.3987/R-1977-09-1299
Rearrangement of (±)-Flavipucine and Its Diastereoisomer. Chemistry of the Transformation Product

Marindar N. Girotra,* Arthur A. Patchett, and Norman L. Wendler

*Division of Merec and Co., Inc, Merck Sharp and Dohme Research Laboratories, Rahway, New Jersey 07065, U.S.A.


Flavipucine rearranges under a variety of conditions via bond reorganization involving C-C bond cleavage of the epoxide function to yield the isobutylglyoxal acetal of 3,4-dihydroxy-6-methyl-2-pyridone. Transformations of this product are presented in support of its structure.