Systèmes de strecker et apparentes—XII: Catalyse par les aldehydes de l'hydratation intramoleculaire des α-aminonitriles
R Pascal, J Taillades, A Commeyras
Index: Pascal, R.; Taillades, J.; Commeyras, A. Tetrahedron, 1980 , vol. 36, p. 2999 - 3008
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Citation Number: 22
Abstract
Aqueous basic hydration of α-aminopropionitrile is first order either in acetaldehyde (formed by decomposition of α-aminopropionitrile) or different aldehydes added in the medium. The rate determining step involves a rapid preequilibrium in which the catalyst is added to the substrate and then a cyclisation of the aminoalcoholate intermediate. The dissociation equilibrium of the aminoalcohol (pKA⋍ 14) is reached by a pseudo first order kinetical ...
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