Chiral butenolides in diels-alder cycloadditions with isoprene and cyclopentadiene

Rosa M. Ortuño, Rosa Batllori, Montserrat Ballesteros, Montserrat Monsalvatje, Jordi Corbera, Francisco Sánchez-Ferrando, Josep Font

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20 Citations (Scopus)


Chiral α,β-butenolides react with isoprene at 125-220° giving a 1:1 mixture of Diels-Alder regioisomers, selectivity being dramatically increased by the use of AlCl3 as catalyst. While these butenolides give no reaction with furan even in the presence of catalysts, they react smoothly with cyclopentadiene, endo/exo selectivity being temperature dependent. © 1987.
Original languageEnglish
Pages (from-to)3405-3408
JournalTetrahedron Letters
Issue number29
Publication statusPublished - 1 Jan 1987


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