The 1-aryl-1,2,2-trimethylcyclopentane system, which contains the carbon skeleton of many cuparenoids, can be prepared by intramolecular ketocarbene insertion in the benzylic C(5)–H bond of a 5-aryl-1-diazo-4,4-dimethyl-hexan-2-one. β-Cuparenone (3,4,4-trimethyl-3-p-tolylcyclopentanone) has been synthesised in this way.
R. B. Mane and G. S. K. Rao, J. Chem. Soc., Perkin Trans. 1, 1973, 1806 DOI: 10.1039/P19730001806
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