Paul, Somak and Jayaraman, Narayanaswamy (2007) Synthesis of Aryl-2-deoxy-D-lyxo/arabino-hexopyranosides from 2-deoxy-1-thioglycosides. In: Carbohydrate Research, 342 (10). pp. 1305-1314.
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The synthesis of either anomers of aryl 2-deoxy-D-glycopyranosides from 2-deoxy-1-thioglycosides is reported. The $\alpha$-anomers form as the major product when thioglycosides react with differently substituted phenols and naphthols, in the presence of N-iodosuccinimide/triflic acid. On the other hand, reaction of the thioglycosides with bromine initially, followed by reaction with aryloxy anions lead to aryl 2-deoxy-$\beta$-D-glycosides with high specificities.
|Item Type:||Journal Article|
|Additional Information:||Copyright of this article belongs to Elsevier.|
|Department/Centre:||Division of Chemical Sciences > Organic Chemistry|
|Date Deposited:||19 Sep 2007|
|Last Modified:||19 Sep 2010 04:39|
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