Abstract

Six nitrones joined by amides to olefins were prepared in situ from the related ketones 1–3 with N-methyl- and benzylhydroxylamines. The nitrones added intramolecularly to the olefins, and the cycloadditions gave the 6-lactams 4–9 stereoselectively and regiospecifically. Chemical correlations, CMR spectroscopy and two X-ray crystallographic analyses established that the relative stereochemistries of the six cycloadducts 4–9 were identical.

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