Issue 0, 1973
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

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

Harry Heaney,   John H. Hollinshead,   Gordon W. Kirby,   Steven V. Ley,   Ram Prakash Sharma  and  Kenneth W. Bentley  

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).

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Article information

DOI
https://doi.org/10.1039/P19730001840
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1973, 1840-1843

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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

H. Heaney, J. H. Hollinshead, G. W. Kirby, S. V. Ley, R. P. Sharma and K. W. Bentley, J. Chem. Soc., Perkin Trans. 1, 1973, 1840 DOI: 10.1039/P19730001840

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