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Synthesis of (±) silphinene

✍ Scribed by Y. Koteswar Rao; M. Nagarajan


Book ID
103399877
Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
148 KB
Volume
29
Category
Article
ISSN
0040-4039

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Total synthesis of (±)-silphinene
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The regio-and stereoselective total synthesis of (+)-silphinene, an angular tricyclopentanoid sesquiterpene, was achieved starting from dicyclopentadiene. Recently sesquiterpenes having a carbon skeleton of three angularly-fused cyclopentanes have attracted

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✍ Michel Franck-Neumann; Michel Miesch; Laurence Gross 📂 Article 📅 1991 🏛 Elsevier Science 🌐 French ⚖ 150 KB

The easily accessible alcohol 2 is oxidized. after protection, to the allylic alcohol 3. The bensyl ether of this diquinonic alcohol is tran&omted into the tn~quinanic precursor 9 of(+) Silphinene, wing a similar reaction sequence as described previously, but using the opposite epimer.