Method for the oxidation of aldehydes, hemiacetals and primary alcohols

An oxidative method, comprising:

• treating an aqueous, basic solution of a saccharide having at least one oxidizable functionality with an elemental halogen in the presence of an oxoammonium catalyst and halide co-catalyst.

An oxidative method, comprising:

• treating an aqueous, basic solution of a saccharide having at least one oxidizable functionality with an elemental halogen in the presence of an oxoammonium catalyst and a halide co-catalyst at about 5 to about 10° C., wherein the pH of the solution is maintained at about 9 to about 14.

An oxidative method, comprising:

• treating an aqueous, basic solution of a saccharide having at least one aldehyde, hemiacetal, or primary alcohol with elemental chlorine, iodine, or bromine in the presence of a chloride, bromide, or iodide co-catalyst and a catalyst derived from at least one of a stabilized nitroxide (1), oxoaimmonium salt (2), or hydroxylamine (3):
• wherein each of R1 and R2 are the same or different, being alkyl, cycloalkyl aryl, a heteroatom substituted alkyl or aryl, or taken together, a cycloalkyl group, the groups having from 1 to about 15 carbons;
• and X is an anionic species.

An oxidative method, comprising:

• treating an aqueous, basic solution of glucose, galactose, maltose, or starch with elemental chlorine or bromine at a pH in the range from about 9 to about 14 in the presence of a chloride, bromide, or iodide co-catalyst and a catalyst derived from at least one of a stabilized nitroxide (1), oxoanmonium salt (2), or hydroxylamine (3):
• wherein each of R1 and R2 are the same or different, being alkyl, cycloalkyl aryl, a heteroatom substituted alkyl or aryl, or taken together, a cycloalkyl group, the groups having from 1 to about 35 carbons;
• and X is an anionic species.