A modification of the asymmetric dihydroxylation approach to the synthesis of (S)-2-arylpropanoic acids
โ Scribed by Hiroyuki Ishibashi; Momoe Maeki; Junko Yagi; Masashi Ohba; Tae Kanai
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 344 KB
- Volume
- 55
- Category
- Article
- ISSN
- 0040-4020
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โฆ Synopsis
Catalytic hydrogenolysis of (S)-2-phenyl-l,2-pmpanediol (2), prepared by an asymmetric dihydroxylation of ot-methylstyrene (1) with AD-mix-ot, over Pcadman's catalyst gave (S)-2-phenyi-lpropanol (3). This method was applied to the synthesis of optically active 2-arylpropanoic acid antiinflammatory agents, (S)-ibuprofen ( ) and (S)-naproxcn (13).
๐ SIMILAR VOLUMES
The asymmetric synthesis of methyl (S)-6,8-dihydroxyoctanoate ( ) and (S)-6,8-dimethylsulfonyloxyoctane-1-carboxylic acid (13), key precursors to R-(+)-a-lipoic acid (6) is described using OsO 4 -catalyzed asymmetric dihydroxylation and Ru-catalyzed asymmetric hydrogenation, respectively, as the key