β-Damascenone (I; R = Me) is obtained in overall yields of 30–40% by a sequence involving aluminium chloride-catalysed Diels–Alder addition of penta-1,3-diene to 3-bromo-4-methylpent-3-en-2-one, followed by dehydrobromination, base-catalysed condensation with acetaldehyde, and elimination of water.
K. S. Ayyar, R. C. Cookson and D. A. Kagi, J. Chem. Soc., Chem. Commun., 1973, 161a DOI: 10.1039/C3973000161A
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