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Direct and Stereoselective Synthesis of 2-Acetamido-2-deoxy-β-D-glycopyranosides by Using the Phosphite Method


  • This research was supported in part by a Grant-in-Aid for Scientific Research on Priority Areas (A) “Exploitation of Multi-Element Cyclic Molecules” from the Ministry of Education, Culture, Sports, Science, and Technology, Japan. We thank H. Matsumoto, A. Maeda, S. Oka, and M. Kiuchi of the Center for Instrumental Analysis, Hokkaido University, for technical assistance with MS and elemental analysis.


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Intermediat vermieden: Die β-selektive Glycosidierung von 2-Acetamido-2-desoxyglycosyldiethylphosphiten in Gegenwart von Bis(trifluormethansulfonyl)imid (Tf2NH) als Promotor verläuft direkt, d. h. ohne Umweg über ein Oxazolinium-Ion als Zwischenstufe (siehe Schema; MS4A=4-Å-Molekularsieb).