The (±)-6aα, 12aα, 12α-chromanochromanol acetate (11; R = Ac), representing the core structure of the insecticidal rotenoid alcohol (2), has been synthesised in six steps from the chromone (4); the cis,cis-stereochemistry is obtained in an intramolecular 6-exo aryl radical addition.
S. A. Ahmad-Junan and D. A. Whiting, J. Chem. Soc., Chem. Commun., 1988, 1160 DOI: 10.1039/C39880001160
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