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Stereoselective intramolecular 1,3-dipolar nitrile oxide cycloaddition reaction of N-formyl-β-nitroamides
Authors:Ayako Kadowaki  Hidemitsu Uno
Institution:a Department of Applied Chemistry, Graduate School of Science and Engineering, Yamaguchi University, Ube 755-8611, Japan
b Integrated Center for Sciences, Ehime University, Matsuyama 790-8577, Japan
c Department of Applied Molecular Bioscience, Graduate School of Medicine, Yamaguchi University, Ube 755-8611, Japan
Abstract:The stereoselective intramolecular nitrile oxide cycloaddition (INOC) reaction was achieved from N-formyl-β-nitroamides, which were prepared through the Michael addition of allylic formamides to nitroalkenes, and cis-pyrroroisoxazoles and trans-piperidinoisoxazoles were obtained in a stereoselective manner.
Keywords:Michael addition  Nitroalkenes  Formamide  1  3-Dipolar cycloaddition cyclization
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