Synthesis 2018-03-27

Synthesis of 1-Acyl-2-vinylcyclopropanes: Utilizing Copper-Carbenoid versus Sulfur Ylide Methodology

Zens, Anna, Seubert, Philipp, Kolb, Benedikt, Wurster, Marius, Holzwarth, Marcel, Mannchen, Fabian, Forschner, Robert, Claasen, Birgit, Kunz, Doris, Laschat, Sabine

Index: 10.1055/s-0036-1591554

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Abstract

The synthesis of a range of racemic 1-acyl-2-vinylcyclo­propanes by using two different methodologies is studied. We have developed a copper-catalyzed process for converting diazoketones into 1-acyl-2-vinylcyclopropanes and a sulfur-ylide-mediated procedure which allows, in only two steps, a simplified access to 1-acyl-2-vinyl­cyclopropanes with alkyl or aryl substituents on the alkene moiety.