Synthesis and reactions of 3,4-di-O-acetyl-6-amino-6-deoxy- and 6-acetamido-3,4-di-O-acetyl-6-deoxy-D-glucal.

The redn. of azidodeoxyglucal I (R = N3) with nickel boride gives the aminoglycal I (R = NH2); whereas redn. with thiolacetic acid leads directly to the amidoglycal I (R = NHAc). The aminoglycal I (R = NH2) is sensitive to aq. acid and rearranges to (1R)-(2-furyl)-2-acetamidoethanol. This furan give...

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Journal Title: Journal of Carbohydrate Chemistry Vol. 14; no. 3; pp. 287 - 297
Authors: Walter W. Zajac, William B. Mathews
Format: Article
Published: 1995
Application Date: Department Chemistry,Villanova University,Villanova,PA,USA.