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Terpenoids and related compounds—IX Molecular rearrangements involving glutenols |
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| Authors: | P Sengupta and S Ghosh L J Durham |
| Institution: | Organic Chemistry Laboratory, University of Kalyani, Kalyani, Nadia, West Bengal, India Department of Chemistry, Stanford University, Stanford, California U.S.A. |
| Abstract: | The molecular rearrangements of glutenols on treatment with phosphorus pentachloride and phosphorus oxychloride and pyridine as well as on solvolysis of the corresponding tosyl derivatives have been investigated. Glut-5-en-3β-ol (Ia) and glut-5(10)-en-3 -ol (IId) gave diene A (III). Glut-5-en-3-ol (Id) gave diene B (VII) and glut-5(10)-en-3β-ol (IIa) gave diene C (XIII) by ring contraction. |
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