Thermal transformation of alkenoylated aziridines into ring-fused pyrrolidines

…, SB Ferguson, B Porter, A Qvarnstrom…

Index: Wenkert, David; Ferguson, Stephen B.; Porter, Barry; Qvarnstrom, Anders; McPhail, Andrew T. Journal of Organic Chemistry, 1985 , vol. 50, # 21 p. 4114 - 4119

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Citation Number: 35

Abstract

3-Phenyl-and 3-unsubstituted-2-alkenoyl-1-methylaziridines have been synthesized via Grignard reactions with the corresponding 2-cyanoaziridines. The 3-phenylated-2- alkenoylaziridines have been thermally transformed into ring-fused pyrrolidine compounds. The configurations and conformations of the aziridine and pyrrolidine compounds have been determined by'H and 13C NMR spectroscopy and X-ray crystallography.