102539-91-3Relevant articles and documents
Protonated cyclopropanes in α-aminoketone deamination
Edwards, Oliver E.,Dixon, John,Elder, John W.,Kolt, Ralph J.,Lesage, Maurice
, p. 2096 - 2115 (2007/10/02)
Deamination of 2-amino-4,4-dideuterio-6,6-dimethylcyclohexanone, 2-exo-amino- and 2-endo-amino-norbornane-3-one, 2-diazo-norbornan-3-one, 2-exo-amino-5,6-exo-dideuterionorbornan-3-one and the corresponding 5,6-endo-dideuterio isomer has been studied.The nature of the products, the deuterium location in them, and the high retention of steric identity in the carbocations are interpreted in terms of ?-bond participation leading to corner- and edge-protonated cyclopropanes as reaction intermediates.Results with other destabilized carbocations are correlated.
