4.5 Article

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

期刊

SYNTHESIS-STUTTGART
卷 50, 期 12, 页码 2367-2384

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1591554

关键词

vinylcyclopropanes; cyclopropanation; cyclic enones; sulfur ylides; copper catalysis; [2+1] annulations; diazoketones

资金

  1. Ministerium fur Wissenschaft, Forschung und Kunst des Landes Baden-Wurttemberg
  2. Deutsche Forschungsgemeinschaft
  3. Fonds der Chemischen Industrie

向作者/读者索取更多资源

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.

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