Acid-catalysed cyclisation of humulene
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1598-1603
- https://doi.org/10.1039/p19740001598
Abstract
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).Keywords
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