Chiral butenolides as dienophiles in Diels-Alder cycloadditions

R. M. Ortuño, J. Corbera, J. Font

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31 Citations (Scopus)


Differently substituted chiral butenolides, prepared from D-ribonolactone, react with butadiene at 210° affording enantiomerically pure bicycloadducts as single diastereoisimers, in good yields. The ability of protoanemonin (formed in some pyrolytic reaction conditions) to react regiospecifically at the exocyclic double bond, to give spirolactones, is shown. © 1986 Pergamon Press Ltd.
Original languageEnglish
Pages (from-to)1081-1084
JournalTetrahedron Letters
Issue number9
Publication statusPublished - 1 Jan 1986


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