A Dihydro-α-furoic Ester Synthesis by the Catalyzed Reactions of Ethyl Diazopyruvate with Enol Ethers

Article abstract of DOI:10.1021/jo00166a022

The synthesis of ethyl dihydrofuroates by the decomposition of ethyl diazopyruvate in the presence of enol ethers and under the influence of bis(acetonato)copper(II) or dirhodium tetraacetate is described.The vinyl ethers are variously alkylated and include oxygenated styrenes, dienol ethers, and enediol ethers.Elimination of alcohol from the products by a variety of means is shown to yield α-furoic acid derivatives.