We report the synthesis of the alcohol (–)-7-epichrysanthenol (3a) by a two-step route from (+)-3,7-epoxypinan-2-ol, a by-product of permanganate oxidation of (–)-α-pinene; (3a), which can be oxidised to chrysanthenone, yields quantitatively, by a thermal rearrangement, the aldehyde (+)-(1R)-1-formyl-2,2,4-trimethylcyclohex-3-ene (5) in an optically active form.
D. Joulain and F. Rouessac, J. Chem. Soc., Chem. Commun., 1972, 314 DOI: 10.1039/C39720000314
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