Issue 24, 1980

An unusual acid-catalysed rearrangement of 8-methylenebicyclo[4.2.0]octan-2-ones; X-ray crystal structure of 4-isopropyl-1,5-dimethylbicyclo[3.2.1]oct-3-ene-6,7-dione

Abstract

The reactions of the 8-methylenebicyclo[4.2.0]octan-2-ones (5) and (6) with toluene-p-sulphonic acid in boiling benzene lead to (9) and (11), respectively, by an unusual rearrangement; the structure of (9) was established by the X-ray diffraction analysis of the derived diketone (10).

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1980, 1209-1210

An unusual acid-catalysed rearrangement of 8-methylenebicyclo[4.2.0]octan-2-ones; X-ray crystal structure of 4-isopropyl-1,5-dimethylbicyclo[3.2.1]oct-3-ene-6,7-dione

D. K. M. Duc, M. Fétizon, I. Hanna, A. Olesker, C. Pascard and T. Prangé, J. Chem. Soc., Chem. Commun., 1980, 1209 DOI: 10.1039/C39800001209

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