Abstract
In a continuing study on the selective cleavage method for the β-D-glucuronide linkage contained in oligoglycoside, the behavior of methyl β-D- and α-D-glucuronides and methyl β-D- and α-D-galacturonides has been examined towards lead tetraacetate oxidation followed by alkali treatment. It has been found that the lead tetraacetate degradation method is a useful tool for cleavage of the α-D-glucuronide and β-D-galacturonide linkages as well as the β-D-glucuronide linkage. The α-D-galacturonide has been found to show considerable resistance for lead tetraacetate oxidation. In addition, the dialdehyde intermediate (23) in the reaction sequence has been shown to be a promissing species which is readily convertible to nitrocyclitols.
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