Abstract

Reported is the synthesis of substituted furans through the phosphine-catalyzed opening and intramolecular cyclization of 2-cyclopropene-1,1-dicarboxylic acid dimethylesters. Although cyclopropenes have been opened with a variety of different metal catalysts, this appears to be the first time it has been achieved using organocatalysis. The starting cyclopropenes can be made by reaction of methyldiazomalonate and alkynes using rhodium(II) acetate catalysis.

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