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CeCl3·7H2O: a novel reagent for the synthesis of 2-deoxysugars from d-glycals

✍ Scribed by J.S. Yadav; B.V.S. Reddy; K.Bhaskar Reddy; M. Satyanarayana

Book ID
104251894
Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
117 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

D-Glycals react smoothly with a variety of alcohols in a highly stereoselective manner in the presence of the CeCl 3 •7H 2 O-NaI reagent system in refluxing acetonitrile under neutral conditions to afford the corresponding 2-deoxy-a-glycopyranosides in high yields. In the absence of NaI, the glycals undergo Ferrier rearrangement under the influence of CeCl 3 •7H 2 O in refluxing acetonitrile to afford the corresponding 2,3-unsaturated hexopyranosides in good yields.

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