(±)-Eleutherin (1) and (±)-isoeleutherin (3) are prepared by intramolecular cyclization to the naphthopyrans of 2-acetyl-3-allyl-8-methoxy-1, 4-napthoquinone, which is itself obtained by the Lewis acid-mediated allylation of 2-acetyl-8-methoxy-1, 4-naphthoquinone (5) with allyltrimethylstannane (7).
Y. Naruta, H. Uno and K. Maruyama, J. Chem. Soc., Chem. Commun., 1981, 1277 DOI: 10.1039/C39810001277
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