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The Journal of Organic Chemistry

Enantiomeric interactions and reaction rates: ketalization of (S)-and (RS)-1, 2-propanediols

H Wynberg, JP Lorand

文献索引:Wynberg, Hans; Lorand, John P. Journal of Organic Chemistry, 1981 , vol. 46, # 12 p. 2538 - 2542

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被引用次数: 8

摘要

Aliphatic ketones, eg, butanone, are converted nearly quantitatively to the corresponding dioxolanes (ketals) in neat (S)-or (RS)-l, S-propanediol containing dichloroacetic acid. The reactions follow the pseudo-first-order law at a given acid concentration, are inhibited by water, and proceed approximately twofold faster in (RS)-diol-0, 0-d2 than in undeuterated diol. No difference in rates greater than 1% could be detected between (S)-and (RS)-dials ...