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Stereoselective Synthesis of Highly Functionalized Nitrocyclopropanes through the Organocatalyic Michael‐Addition‐Initiated Cyclization of Bromonitromethane and β,γ‐Unsaturated α‐Ketoesters
Authors:Haijian Yu  Qiaohui Wang  Prof. Youming Wang  Prof. Haibing Song  Prof. Zhenghong Zhou  Prof. Chuchi Tang
Affiliation:Institute and State Key Laboratory of Elemento‐Organic Chemistry, Nankai University, Tianjin 300071 (P.?R. China), Fax: (+86)?022‐23503627
Abstract:A highly diastereo‐ and enantioselective cyclopropanation of β,γ‐unsaturated α‐ketoesters with bromonitromethane has been successfully developed through a domino Michael‐addition/intramolecular‐alkylation strategy. Acceptable yields (up to 89 %) and enantioselectivities (up to 96 % ee) have been obtained.
Keywords:alkylation  asymmetric catalysis  Michael addition  nitrocyclopropanes  organocatalysis
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