A rigid GABA analog from a [4+3]-cycloaddition
โ Scribed by Paitoon Rashatasakhon; Michael Harmata
- Book ID
- 104096321
- Publisher
- Elsevier Science
- Year
- 2009
- Tongue
- French
- Weight
- 298 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
A rigid GABA analog has been prepared from the adduct obtained from the [4+3]-cycloaddition of pentachloroacetone and a 2-substituted furan.
๐ SIMILAR VOLUMES
Gabapentin and Pregabalin are both 3-alkylated โฅ-amino butyric acid (GABA) analogs. Gabapentin was designed as a lipophilic GABA analog and was first synthesized as a potential anticonvulsant and was launched in 1994 as add-on therapy for the treatment of epilepsy. In this review the discovery and d
The readily available tertiary alcohols 4a-c react with selected dienes in the presence of titanium tetrachloride to give 4+3 cycloaddition products. The process is best rationalized as a Peterson olefination followed by allylic cation formation and 4+3 cycloaddition.