A efficient synthesis of the biogenetically unusual 9,10-dihydrophenanthrene, juncunone, is reported; the key step involves ring-closure of a (Z)-2-chlorostilbene to a phenanthrene by an intramolecular homolytic substitution induced by activated magnesium.
C. F. Carvalho and M. V. Sargent, J. Chem. Soc., Chem. Commun., 1982, 1198 DOI: 10.1039/C39820001198
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