Canadian journal of chemistry

Keto ethers. IV. Products formed on reaction of dihydro-2, 2, 5, 5-tetramethyl-3 (2 H)-furanone with strong acids

P Yates, PM Burke

Index: Yates, Peter; Burke, Patrick Michael Canadian Journal of Chemistry, 1987 , vol. 65, p. 1695 - 1704

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Citation Number: 4

Abstract

Reaction of tetrahydro-2, 2, 5, 5-tetramethyl-3 (2 H)-furanone (1) with 96 or ca. 100% sulfuric acid or hot polyphosphoric acid followed by aqueous quenching gave the following products: 2-hydroxy-2, 5-dimethyl-4-hexen-3-one (3), 2, 4, 4-trimethyl-2-cyclopenten-1-one (7), 3, 5, 5-trimethyl-2-cyclopenten-1-one (8), tetrahydro-3, 4, 5, 5-tetramethylfuran-2, 3-diol (11), 2, 5-dihydro-3, 5, 5-trimethyl-2-methylenefuran (17) and its dimer 20, 2, 5-dihydro-2, ...