The 1,4-Anhydrohexitols. Synthesis and Periodate Oxidation

Abstract

The 1,4-anhydrohexitols are prepared from the pentoses by application of the nitromethane synthesis followed by reduction and deamination. The rate of “overoxidation” of the 1,4-anhydrohexitols by sodium metaperiodate depends on the rearrangement of the initially formed trialdehyde to a rapidly oxidized form which absorbs at 272 mμ. © 1964, American Chemical Society. All rights reserved.