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Synthesis of Sialic Acids via Desymmetrization by Ring-Closing Metathesis

✍ Scribed by Voight, Eric A.; Rein, Christian; Burke, Steven D.


Book ID
126325028
Publisher
American Chemical Society
Year
2002
Tongue
English
Weight
288 KB
Volume
67
Category
Article
ISSN
0022-3263

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Formal synthesis of (βˆ’)-N-acetylneuramin
✍ Eric A Voight; Christian Rein; Steven D Burke πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 83 KB

A formal total synthesis of (-)-N-acetylneuraminic acid (Neu5Ac), the most naturally abundant sialic acid, has been accomplished using a rigid 6,8-dioxabicyclo[3.2.1]octane template for stereoselective introduction of all oxygen and nitrogen functionality. The template was obtained via a novel ketal