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Multicomponent Domino Synthesis of Cyclopenta[ b]furan-2-ones.

Martín J RiveiraMaribel O MarcarinoAgustina La-Venia
Published in: Organic letters (2018)
A stereoselective multicomponent reaction involving Meldrum's acid, a conjugated dienal, and an alcohol is reported. Valuable cyclopenta[ b]furan-2-ones are obtained as products of this straightforward transformation, which is accompanied by the formation of four stereocenters, two new cycles, and four new bonds (two C-C and two C-heteroatom). A reaction mechanism was elaborated involving an initial Knoevenagel condensation followed by cycloisomerization and eventual fragmentation.
Keyphrases
  • electron transfer