Mechanism and Site Selectivity in the Diels–Alder Reaction between Protoanemonin and Butadiene. A Theoretical Study

Vicenç Branchadell, Juan Orti, Rosa Maria Ortuño, Antonio Oliva, Josep Font, Juan Bertrán, J. J. Dannenberg

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23 Citations (Scopus)

Abstract

The Diels–Alder reaction between protoanemonin and butadiene has been theoretically studied by means of the semiempirical MNDO and AMI methods. With use of the results obtained, the experimentally observed site selectivity is discussed regarding the mechanism of the process and the nature of the transition states. It is concluded that this reaction probably proceeds via a diradicai intermediate. © 1991, American Chemical Society. All rights reserved.
Original languageEnglish
Pages (from-to)2190-2193
JournalJournal of Organic Chemistry
Volume56
Issue number6
DOIs
Publication statusPublished - 1 Mar 1991

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