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Unusual O-conjugate addition reactions of β-ketoesters and 1,3-diketones to ethyl propynoate: applications to the synthesis of furans
Authors:Jinsung TaeKwang-Ok Kim
Affiliation:Department of Chemistry, Yonsei University, Seoul 120-749, South Korea
Abstract:Divinyl ethers were synthesized from 1,3-dicarbonyl compounds. Reactions of β-ketoesters and 1,3-diketones with ethyl propynoate in the presence of N-methylmorpholine produced unusual O-conjugate addition products in good yields. The divinyl ethers derived from 1,3-diketones were utilized for the synthesis of 2,3,5-trisubstituted furans under the standard radical cyclization conditions.
Keywords:O-conjugate addition   1,3-dicarbonyl compounds   divinyl ethers   electrophilic alkynes   furans
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