Synthesis of eleven-carbon monosaccharides using nitrile oxide/isoxazoline chemistry

Article abstract of DOI:10.1016/S0040-4039(00)73574-X

A stereocontrolled route to 6-deoxyundecose derivatives has been developed based on cycloaddition of 5-carbon arabinose-derived nitrile oxides to 6-carbon carbohydrate alkenes and reductive hydrolytic cleavage of the resulting isoxazolines.