Jiang, Qingping ; Glinski, Jan A. ; Joshi, Balawant S. ; Maddry, Joseph A. ; Gary Newton, M. ; William Pelletier, S. (1988) Hetisine derivatives. Part 3. Rearrangement of 11-acetyl-2,13-didehydrohetisine and 13-dehydro-2,11-diacethylhetisine Heterocycles, 27 (4). pp. 925-932. ISSN 0385-5414
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Official URL: http://www.heterocycles.jp/library/abstract.php?ar...
Related URL: http://dx.doi.org/10.3987/COM-87-4438
Abstract
Heating 11-Acetyl-2,13-didehydrohetisine (1) with apueous potassium carbonate in methanol afforded a rearrangement product, C20H25NO4,mp 313-315°C. The structure of this compound has been shown to be 4 by an X-ray crystallographic study. Mild treatment of 13-dehydro-2,11-diacetylhetisine (5) with base gave 2-acetyl-13-dehydro-11-epihetisine (7). Under refluxing conditions, 5 gave the rearrangement compound 8. The structure of 8 was assigned by chromium-trioxidepyridine oxidation to give 4.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Japan Institute of Heterocyclic Chemistry. |
| ID Code: | 87954 |
| Deposited On: | 22 Mar 2012 13:56 |
| Last Modified: | 22 Mar 2012 13:56 |
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