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