Heaney, Harry ; Hollinshead, John H. ; Kirby, Gordon W. ; Ley, Steven V. ; Sharma, Ram Prakash ; Bentley, Kenneth W. (1973) Rearrangement reactions of bicyclic systems. Part I: Synthesis of a model compound related to flavothebaone trimethyl ether. The abnormal ultraviolet absorption spectrum of flavothebaone and its trimethyl ether Journal of the Chemical Society, Perkin Transactions 1 . pp. 1840-1843. ISSN 0300-922X
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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/1973...
Related URL: http://dx.doi.org/10.1039/P19730001840
Abstract
3,6-Dimethoxybenzenediazonium-2-carboxylate decomposed to 3,6-dimethoxybenzyne (8), which reacted with veratrole to form 1,5,8-trimethoxy-1.4-etheno-2-tetralone (9) in 40% yield. Reduction, and acid-catalysed rearrangement of the resulting exo-alcohol (10). afforded 5,9-dihydro-1,4-dimethoxy-5,9-methanobenzocyclo-hepten-6-one (7). The u.v. spectrum of compound (7) is entirely analogous to that of flavothebaone trimethyl ether (3).
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Royal Society of Chemistry. |
| ID Code: | 61419 |
| Deposited On: | 15 Sep 2011 03:30 |
| Last Modified: | 15 Sep 2011 03:30 |
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