1,6-Anhydro-β-l-hexopyranoses as valuable building blocks toward the synthesis of l-gulosamine and l-altrose derivatives
✍ Scribed by Shang-Cheng Hung; Cheng-Chung Wang; Shu-Wen Chang; Chien-Sheng Chen
- Book ID
- 104211731
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 89 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
1,6-Anhydro-b-L-hexopyranoses as valuable building blocks toward the synthesis of L-gulosamine and L-altrose derivatives via the regioselective triflation and benzoylation of 1,6-anhydro-b-L-idopyranose followed by S N 2 substitution with various nucleophiles as key steps is described here.
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## Abstract The synthesis of the two ethylthio disaccharide building blocks 10 and 17 was achieved by coupling of fucosyl bromide 9 with the acceptor alcohols 6 and 7 under in situ anomerization conditions. The selectively protected 2‐deoxy‐2‐phthal‐imidoglucose derivative 7 was derived from 6 by u