Extraction of 3-methyl-3-vinylmethylenecyclohexane (5) into fluorosulphonic acid-fluorosulphonyl chloride at 100 °C followed by quenching with water afforded 2,4-dimethylbicyclo(2.2.2)octan-2-ol (6); the initial vinyl group cyclization (9)→(10) mimics the pimarenyl → beyeranyl cyclization step (2)→(3) postulated in the biosynthesis of the beyerane–Kaurane diterpenes.
R. M. Coates and H. Kang, J. Chem. Soc., Chem. Commun., 1987, 232 DOI: 10.1039/C39870000232
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