Issue 15, 1985

Regioselective Diels–Alder addition to 2-benzopyran-3-ones; a route to aromatic steroids

Abstract

2-Benzopyran-3-one (1; X = H) undergoes strongly regioselective Diels–Alder additions to buta-1,3-diene, isobutene, but-1-ene, and the olefin (6); the adducts derived from (6) and either (1; X = H) or (1; X = OMe) are readily transformed into the aromatic steroids: (9), (10), (17), (18), 9-epi-(10), 9-epi-(18), the naphthalene (14), and the dihydronaphthalene (15).

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1985, 1027-1028

Regioselective Diels–Alder addition to 2-benzopyran-3-ones; a route to aromatic steroids

D. A. Bleasdale and D. W. Jones, J. Chem. Soc., Chem. Commun., 1985, 1027 DOI: 10.1039/C39850001027

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