The synthesis and oxidation of the title compound (8b) are described. Attempted cyclization of 3-methyleneheptane-2,6-diol (2a) and 2,6-diacetoxyheptan-3-one (5) afforded furan derivatives (3) and (7), respectively. 6,6-Ethylenedioxy-3-methyleneheptan-2-ol (10) was successively cyclized, methoxylated, and ozonized to give 5,6-dihydropyran-3(4H)-one (8b), which yielded 6-methylmaltol (13) on treatment with selenium dioxide.
K. Sato, S. Inoue, T. Tanami and M. Ohasi, J. Chem. Soc., Perkin Trans. 1, 1981, 1015 DOI: 10.1039/P19810001015
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