Synthesis of 4-substituted-2-acetamido-2,4-dideoxy-mannopyranoses using 1,6-anhydro sugar chemistry
β Scribed by Robin Thomson; Mark von Itzstein
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 962 KB
- Volume
- 274
- Category
- Article
- ISSN
- 0008-6215
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β¦ Synopsis
The introduction of nitrogen, sulfur, and bromine substituents at C-4 of 2-acetamido-2-deoxy-D-mannopyranose has been readily achieved through opening of the 3,4-epoxide of 2-acetamido-1,6:3,4-dianhydro-2-deoxy-/3-D-talopyranose.
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Synthesis and Glycosidic Coupling Reaction of Substituted 2,6-Dioxabicyclo[3.1.1]heptanes: 1,3-Anhydro-2-azido-4,6-di-O-benzyl-2deoxy-Ξ²-D-mannopyranose. -The title sugar (VII) is synthesized via the key intermediate (VI) starting from glucopyranoside (I). Anhydrosugar (VII) is quite reactive: ring-