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Steric Effects in the Baeyer–Villiger Reaction of Simple Ketones
Canadian Journal of Chemistry1973Vol. 51(16), pp. 2788–2793
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Abstract
The reactions of simple alkyl ketones with peroxytrifluoroacetic acid (PTFA) and peroxymaleic acid (PMA) have been examined. Magnitudes of steric effects in the Baeyer–Villiger reaction have been determined, the largest being a factor of 13 in neopentyl to ethyl migration in 5,5-dimethyl-3-hexanone. PMA is consistently more selective toward electronic differences in migrating groups. PTFA shows the greater sensitivity to steric effects.
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