M. Safarov, V. G. Safarova, S. R. Rafikov
Jun 1, 1977
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Journal
Russian Chemical Bulletin
Abstract
1. Alcoholysis of 4-propenyl-1, 3-dioxane in the presence of H2SO4 gives 2-methyl-5,6-dihydropyran and the monoalkyl ethers of 4-hexene-l,3-diol and 3-hexene-l, 5-diol, although the diols themselves are not detected in the reaction products. 2. The reaction products are formed directly from the dioxane, by-passing the formation of the diols. This unusual reaction path is explained on the assumption that ring-opening takes place across the O3-C4 bond during the alcoholysis of 4-propenyl-l, 3-dioxane, resulting in the formation of an allylic cation.