ChemInform Abstract: A Formal Synthesis of (-)-α-Kainic Acid.
✍ Scribed by J. COSSY; M. CASES; D. GOMEZ PARDO
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 42 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
A Formal Synthesis of (-)-α-Kainic Acid.
-Starting from Lpyroglutamic acid (-)-(I), the known precursor (-)-(XVI) for the synthesis of the title compound is presented. The key step in this approach is the SmI 2 -mediated ketyl radical cyclization of the enecarbamate (X). Under irradiation conditions this cyclization fails.
-(COSSY,
📜 SIMILAR VOLUMES
Stereoselective Synthesis of (±)-α-Kainic Acid Using Free Radical Key Reactions. -The title compound (XI) is obtained via two routes from the highly substituted isocyanide and the isothiocyanate (XII) via the common intermediate (IX). In both routes the key synthons (cf. (IV) and (XIV)) are obtained