An enantioselective total synthesis of (+)-cassiol
β Scribed by Osamu Irie; Yoko Fujiwar; Hisao Nemoto; Kozo Shishido
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- French
- Weight
- 234 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0040-4039
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The first total synthesis of (S)-(+)-Cassiol (2) is described. Cassioside (1). isolated from aqueous extract of Cinnamoni Cortex (Cinnamonurn cassia Blume; "Kannan Keihi" in .Japanese)la, showed serotoninlb induced antiulcerogenic activity
A synthesis of the antiulcerogenic compound (+)-cassiol 1b has been achieved in 43% yield starting with lactol (S)-2 and sulfone 26. This short and efficient synthesis features the one-pot Julia olefination reaction of the sodium anion of (S)-2 with 26, through the key intermediate (-)-9. This synth