Australian journal of chemistry

The application of the Schmidt reaction and Beckmann rearrangement to the synthesis of bicyclic lactams: some mechanistic considerations

IT Crosby, JK Shin, B Capuano

Index: Crosby, Ian T.; Shin, James K.; Capuano, Ben Australian Journal of Chemistry, 2010 , vol. 63, # 2 p. 211 - 226

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Citation Number: 7

Abstract

Abstract The syntheses of some methoxy-substituted bicyclic lactams, of the types 3 and 4, are reported employing two different conditions for the Schmidt reaction of appropriate ketones and employing two different conditions for the Beckmann rearrangement of the corresponding ketoximes. The alkyl to aryl migration ratios of the reactions were determined by high-performance liquid chromatography analysis of the reactions. The mechanisms of ...