32317-47-8Relevant academic research and scientific papers
Reactions of silylcarbamates with ketones
Kardon,Mortl,Knausz
, p. 8937 - 8939 (2007/10/03)
The reaction of N,N-dialkyl-O-trimethylsilyl carbamates with different carbonyl compounds gives enamines under mild conditions in good yields. (C) 2000 Elsevier Science Ltd.
Optimum Conditions for Enamine Synthesis by an Improved Titanium Tetrachloride Procedure
Carlson, Rolf,Nilsson, Asa,Stroemqvist, Mats
, p. 7 - 14 (2007/10/02)
A modified procedure for enamine synthesis which results in shorter times and increased yield has been developed.Optimum conditions for the synthesis have been obtained from a series of eight different acyclic ketones with three different amines.The optimum conditions were determined either by response surface methodologgy or by simplex technique.In view of the results some consideration of the mechanism is briefly discussed.
Proton Affinities and the Site of Protonation of Enamines in the Gas Phase
Ellenberger, Mark R.,Dixon, David A.,Farneth, William E.
, p. 5377 - 5382 (2007/10/02)
The gas-phase proton affinities of a number of methyl-substituted enamines and imines have been measured using ion cyclotron resonance spectroscopy.Comparison of the effect of substituents on the proton affinities of the enamines with those of corresponding amines is used to show that protonation in the gas phase occurs at carbon leading to the formation of an iminium ion.The observation of a large substituent effect for substitution of an α-methyl group also suggests that there is a significant amount of delocalization of positive charge in the iminium ion.A comparison with solution-phase basicities of enamines is also presented.
