Abstract

α-Phenylglycinamide 5 reacts with ketones to give either the Schiff base 3 or the 4-imidazolidone 4, but reacts with boiling isobutyraldehyde to give the bicyclic compond 6. The structure and stereochemistry of 6 have been established by 1H nuclear Overhauser effect difference measurements, supported by molecular mechanics calculations. Keywords: structure, stereochemistry, nuclear Overhauser effect, molecular mechanics, α-phenylglycinamide reactions.

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