Synthesis of allenes by [2,3]-sigmatropic rearrangement of prop-2-yn-1-yl oxonium ylides formed in rhodium(II) carboxylate catalysed reactions of diazo compounds

Abstract

High oxophilicity of metal carbenes formed in rhodium(II) perfluorobutyrate catalysed decomposition of diazo carbonyl compounds allows selective ylide generation from methyl prop-2-yn-1-yl ethers with resulting allene production through the [2,3]-sigmatropic rearrangement.