Paul, Somak ; Jayaraman, Narayanaswamy (2007) Synthesis of aryl-2-deoxy-D-lyxo/arabino-hexopyranosides from 2-deoxy-1-thioglycosides Carbohydrate Research, 342 (10). pp. 1305-1314. ISSN 0008-6215
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.carres.2007.02.030
Abstract
The synthesis of either anomers of aryl 2-deoxy-D-glycopyranosides from 2-deoxy-1-thioglycosides is reported. The α -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-α -D-glycosides with high specificities.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Aryl Glycosides; Deoxysugars; Glycosylations; Thioglycosides |
| ID Code: | 65993 |
| Deposited On: | 20 Oct 2011 07:12 |
| Last Modified: | 20 Oct 2011 07:12 |
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