947258-69-7Relevant academic research and scientific papers
Copper-catalyzed tethered aziridination of unsaturated N-tosyloxy carbamates
Liu, Renmao,Herron, Steven R.,Fleming, Steven A.
, p. 5587 - 5591 (2008/02/09)
(Chemical Equation Presented) Aziridines were formed by copper-catalyzed intramolecular nitrene addition to alkenes. The carbamate group was used as the tether between the alkene and the nitrene. Subsequent nucleophilic attack of the aziridine was accomplished using RSH, R2NH, N3 -, or ROH as the nucleophile. This addition was found to be regio- and stereoselective. This methodology has been used to demonstrate its utility in the regio-and stereoselective synthesis of a 1,2-diamino-3- hydroxycyclohexane. This substitution pattern is found in natural products such as Tamiflu.
Copper-catalyzed alkene aziridination with N-tosyloxycarbamates
Lebel, Helene,Lectard, Sylvain,Parmentier, Michael
, p. 4797 - 4800 (2008/03/14)
(Chemical Equation Presented) Pyridine copper complexes were found as active catalysts for the intramolecular aziridination of allylic N-tosyloxycarbamates and the intermolecular aziridination of styrenes with trichloroethyl N-tosyloxycarbamates. Free aziridines were easily obtained by basic deprotection of the trichloroethyl group.
