One??Pot Stereoselective Synthesis of 2??Acylaziridines and 2??Acylpyrrolidines from N??(Propargylic) hydroxylamines

…, T Soeta, S Fujinami, K Inomata, Y Ukaji

Index: Miyamoto, Yoshiaki; Wada, Norihiro; Soeta, Takahiro; Fujinami, Shuhei; Inomata, Katsuhiko; Ukaji, Yutaka Chemistry - An Asian Journal, 2013 , vol. 8, # 4 p. 824 - 831

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Citation Number: 12

Abstract

Abstract The stereoselective direct transformation of N-(propargylic) hydroxylamines into cis- 2-acylaziridines was achieved by the combined use of AgBF 4 and CuCl. Copper salts were found to promote the transformation of the intermediary 4-isoxazolines into 2-acylaziridines and both 3-aryl-and 3-alkyl-substituted 2-acylaziridines could be prepared by using this method. Furthermore, subsequent 1, 3-dipolar cycloaddition of azomethine ylides that ...