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

Yadav, J. S. ; Reddy, B. V. S. ; Bhaskar Reddy, K. ; Satyanarayana, M. (2002) CeCl3·7H2O: a novel reagent for the synthesis of 2-deoxysugars from D-glycals Tetrahedron Letters, 43 (39). pp. 7009-7012. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4039(02)01584-8

Abstract

D-Glycals react smoothly with a variety of alcohols in a highly stereoselective manner in the presence of the CeCl3·7H2O-NaI reagent system in refluxing acetonitrile under neutral conditions to afford the corresponding 2-deoxy-α-glycopyranosides in high yields. In the absence of NaI, the glycals undergo Ferrier rearrangement under the influence of CeCl3·7H2O in refluxing acetonitrile to afford the corresponding 2,3-unsaturated hexopyranosides in good yields.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Cerium Reagents; D-glycals; 2-deoxysugars; Carbohydrates
ID Code:59560
Deposited On:07 Sep 2011 05:33
Last Modified:07 Sep 2011 05:33

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