Reactions with lead tetraacetate-I. Oxidation of saturated aliphatic alcohols part 1

Abstract

When oxidized with lead tetraacetate 1-heptanol and 1-octanol undergo cyclization to give as major products the corresponding 2-alkyltetrahydrofurans, accompanied by a small amount of the isomeric tetrahydropyran derivatives. Secondary aliphatic alcohols, under similar conditions, are converted to a mixture of cis and trans 2,5-dialkyltetrahydrofurans. © 1964.