Oxidation of glycals by either methyltrioxorhenium (MTO)–hydrogen peroxide or hydrogen peroxide–acetonitrile in methanol provides direct access to methyl glycosides. The two different reagents proceed with a complementary stereochemical outcome enabling the synthesis of β-D-gluco-pyranosides or α-D-manno-pyranosides from the same carbohydrate precursor.
E. C. Boyd, R. V. H. Jones, P. Quayle and A. J. Waring, Green Chem., 2003, 5, 679 DOI: 10.1039/B310207F
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