Tetrahedron letters

The Hofmann-like fragmentation induced by n-acylation of 1-methyl-1-AZA-4-cyclanones and its use in the synthesis of 2-AZA-hydrindanones and 2-AZA-decalones

J Lévy, JY Laronze

Index: Levy, Jean; Laronze, Jean-Yves; Sapi, Janos Tetrahedron Letters, 1988 , vol. 29, # 27 p. 3303 - 3306

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Citation Number: 16

Abstract

Summary: The N-methyl-piperidone 4a was fragmented to the vinylketonic acrylamide 9a by successive treatment with acryloyl chGride and Hiinig's base. The Z-azahydrindandione pa resulted from the cyclization of 9a in the form of its enol dimethylterbutyl ether. N-me- ...