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Communication | Regular issue | Vol 63, No. 7, 2004, pp.1531-1535
Published online, 11th May, 2004
DOI: 10.3987/COM-04-10065
Direct Conversion of 2-Acetamido-2-deoxysugars to 1,2-Oxazoline Derivatives by Dehydrative Cyclization in Water

Jun-ichi Kadokawa, Mitsumasa Mito, Satoshi Takahashi, Masato Noguchi, and Shin-ichiro Shoda*

*Department of Materials Chemistry, Graduate School of Engineering, Tohoku University, Sendai 980-8579, Japan


Sugar oxazoline derivatives were directly prepared by dehydrative cyclization of 2-acetamido-2-deoxysugars using a water-soluble carbodiimide in water. N-Acetyl-D-glucosamine, N-acetyl-D-galactosamine, and N,N’-diacetylchitobiose were converted to the corresponding 1,2-oxazoline derivatives in 37, 28, and 40 % yields, respectively.