Conversion of (+)-isoalantolactone and (+)-alantolactone into (−)-artemisin
✍ Scribed by Koichiro Naemura; Masao Nakazaki
- Book ID
- 104248512
- Publisher
- Elsevier Science
- Year
- 1969
- Tongue
- French
- Weight
- 210 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
In our total synthesis of (f)-artemlsin (1)l). (f)->oxo-8g(H),lla(H)-eudesmken-8,13_ollde (17) was a key compound, and this contribution Is concerned with a successful synthesis of the optically active modlflcatlon of this compound from (+)-lsoalantolactone (2).and (+)-alantolactone (3)2) as well as Its conversion Into natural (-)-artemlsln (1).
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Rbstract: Partial syntheses of the -86squiterpeni lactones artapshin (1) and 8g-hydroxy-jlB,13-dihydrobiilchanin (21 f ram qrtemisin (2) are described.
A short, regiospecific and first synthesis of (+)-galanolactone 5 and (+)labdienedial I I was achieved from sclareol, respectively. © 1997 Elsevier Science Ltd. Galanolactone $ and (+)-(~-8(17), 12-1abdiene-15, 16-dial 1 1, new labdane-type diterpenes were isolated from Alpinia galanga by Morita et