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Novel Rearrangements of Sesquiterpenoid Panasinsane Derivatives under Acidic Conditions

✍ Scribed by Amigo, Carlos F. D.; Collado, Isidro G.; Hanson, James R.; Hernández-Galán, Rosario; Hitchcock, Peter B.; Macías-Sánchez, Antonio J.; Mobbs, Daniel J.

Book ID
111909823
Publisher
American Chemical Society
Year
2001
Tongue
English
Weight
86 KB
Volume
66
Category
Article
ISSN
0022-3263

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Novel methoxyl and hydroxyl directed pin
Novel methoxyl and hydroxyl directed pinacol rearrangements of an isocaryolane sesquiterpenoid under Mitsunobu conditions
✍ Isidro G. Collado; James R. Hanson; Rosario Hernández-Galán; Peter B. Hitchcock; 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 131 KB

Treatment of 8-methoxy-isocaryolan-9cx-ol (!) with acid on the one hand and with diethyl azedicarboxylate (DEAD)/triphenylphosphine on the other, leads to different pinacol rearrangements of the isacaryolane skeleton. IS,2S,5R, 9R-8-oxo-l,4,4-U'imethyltricyclo[7.2.1.O~5]dodecane (2), which possesses