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Issue 0, 1974
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Acid-catalysed cyclisation of humulene


Extended treatment of humulene [(E,E,E)-2,6,6,9-tetramethylcycloundeca-1,4,8-triene](1) with aqueous sulphuric acid–acetone gives 10-isopropyl-3,7-dimethylbicyclo[5.3.0]deca-2,10-diene (3). A time-dependent product analysis has revealed the initial formation of humulol (11) which then rearranges to a series of bicyclo-[5.3.0]decanes terminating in (3).

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J. Chem. Soc., Perkin Trans. 1, 1974, 1598-1603
Article type

Acid-catalysed cyclisation of humulene

D. Baines, J. Forrester and W. Parker, J. Chem. Soc., Perkin Trans. 1, 1974, 1598
DOI: 10.1039/P19740001598

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