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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Nitrones and oxaziridines. XXXIV. Synthesis of medium-sized oxo-lactams by ring-opening of fused tricyclic oxaziridines

DSC Black and LM Johnstone

Australian Journal of Chemistry 37(3) 599 - 609
Published: 1984

Abstract

The medium-sized oxo lactams (9)-(11), (22)-(25), containing eight-to eleven-membered rings, have been synthesized by a three-atom condensative ring expansion of the related cyclic ketones. The key step involves the cleavage of a common ring-fusing bond brought about by the ring-opening of a structurally suitable oxaziridine. These oxaziridines were derived either from the corresponding hydroxy nitrones (13), (14), (18)-(21) or hydroxy imines (3), (9, (7).

https://doi.org/10.1071/CH9840599

© CSIRO 1984

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