Synthesis of aryl-2-deoxy-d-lyxo/arabino-hexopyranosides from 2-deoxy-1-thioglycosides
Paul, S; Jayaraman, N
| HERO ID | 579180 |
|---|---|
| In Press | No |
| Year | 2007 |
| Title | Synthesis of aryl-2-deoxy-d-lyxo/arabino-hexopyranosides from 2-deoxy-1-thioglycosides |
| Authors | Paul, S; Jayaraman, N |
| Journal | Carbohydrate Research |
| Volume | 342 |
| Issue | 10 |
| Page Numbers | 1305-1314 |
| Abstract | 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. |
| Doi | 10.1016/j.carres.2007.02.030 |
| Pmid | 17477910 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |
| Keyword | Aryl glycosides; Deoxysugars; Glycosylations; Thioglycosides |
| Is Qa | No |