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Synlett 1992; 1992(5): 417-418
DOI: 10.1055/s-1992-21365
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Simple Synthesis of 3a,6a-Dihydrofuro [2,3-b]furan Derivatives via the Reaction of ß-Dicarbonyl Compounds with 5-Cyano- and 5-Methoxycarbonyl-2-nitrofurans1

Mieczyslaw Makosza* , Marat Niyazimbetov
  • *Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, PL-01-224 Warsaw, Poland
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Publication Date:
08 March 2002 (online)

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Enolates of ß-dicarbonyl compounds react with 5-cyano- and 5-methoxycarbonyl-2-nitrofurans 1a and 1b, respectively, giving products of cine substitution of the nitro group. Their enolates add intramolecularly to the furan ring to give 4-alkoxycarbonyl-3a,6a-dihydrofuro[2,3-b]furan derivatives 2-6 as the ultimate products.