Chiral butenolides in diels-alder cycloadditions with isoprene and cyclopentadiene
1987; Elsevier BV; Volume: 28; Issue: 29 Linguagem: Inglês
10.1016/s0040-4039(00)95525-4
ISSN1873-3581
AutoresRosa M. Ortuño, Rosa Batllori, Montserrat Ballesteros, M. MONSALVATJE, Jordi Corbera, Francisco Sánchez‐Ferrando, Josep Font,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoChiral 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.
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