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Catalytic cyclopropanation of methylenecyclobutanes using ethyl nitrodiazoacetate. Synthesis of spirohexane amino acids
Authors:Nikolai V YashinElena B Averina  Sergei M GerdovTamara S Kuznetsova  Nikolai S Zefirov
Institution:Department of Chemistry, Moscow State University, 119899 Moscow, Russia
Abstract:The reaction of ethyl nitrodiazoacetate with a series of methylenecyclobutanes was studied and both 1+2]- and 2+3]-cycloaddition pathways were observed depending on olefin structure. Amino acids of a spirohexane type were synthesized from methylenecyclobutanes by a three-step synthesis.
Keywords:ethyl nitrodiazoacetate  spirohexane amino acids  [1+2]-cycloaddition  [2+3]-cycloaddition  1-ethoxycarbonyl-nitropolyspirocycloalkanes
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