Stannous Chloride Reduction of Nitroalkenes in Amines. Synthesis and Cycloaddition of α-Dialkylaminoaldoxime

Levi Gottlieb Rafael-Ministry of Defense, Armament Developing Authority, Department M1, POB 2250, Haifa, 31021, Israel

Alfred Hassner Department of Chemistry, Bar-Ilan University, Ramat-Gan, 52900, Israel

Hugo E. Gottlieb Department of Chemistry, Bar-Ilan University, Ramat-Gan, 52900, Israel

Abstract

α-Dialkylamino aldoximes 12 were prepared by stannous chloride reduction of nitroalkenes in amines. An intramolecular Michael addition-deoxygenation mechanism is suggested. α-Allylamino aldoxime underwent an efficient Intramolecular Oxime Olefin Cycloaddition (IOOC) giving 13

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Stannous Chloride Reduction of Nitroalkenes in Amines. Synthesis and Cycloaddition of α-Dialkylaminoaldoxime

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Stannous Chloride Reduction of Nitroalkenes in Amines. Synthesis and Cycloaddition of α-Dialkylaminoaldoxime

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