2011
DOI: 10.1016/j.tet.2011.05.097
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Synthesis of optically active trifluoromethyl substituted diaziridines and oxaziridines

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Cited by 29 publications
(11 citation statements)
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“…On the contrary, performing the reaction with ZrCl 4 , while the nitromethane was quantitatively recovered, the 1 H-NMR spectrum of the crude mixture showed only the disappearance of the imine signals, whose hydrolysis is mainly promoted by the presence of Lewis acid. Only working without added catalyst, the expected product 5a was obtained after 1 h of stirring at room temperature by a self-catalyzed addition in which aldimine 3a acts as both base and electrophile [22,23] (Scheme 1).…”
Section: Resultsmentioning
confidence: 99%
“…On the contrary, performing the reaction with ZrCl 4 , while the nitromethane was quantitatively recovered, the 1 H-NMR spectrum of the crude mixture showed only the disappearance of the imine signals, whose hydrolysis is mainly promoted by the presence of Lewis acid. Only working without added catalyst, the expected product 5a was obtained after 1 h of stirring at room temperature by a self-catalyzed addition in which aldimine 3a acts as both base and electrophile [22,23] (Scheme 1).…”
Section: Resultsmentioning
confidence: 99%
“…The expected products were obtained in good yields, working at room temperature under solvent‐free conditions and without added catalyst. The aldimine acts as both base and electrophile, and therefore is a good example of green chemistry: the addition proceeds with total atom economy (Scheme ) and with moderate environmental impact, no reaction workup being needed.…”
Section: Resultsmentioning
confidence: 99%
“…In general, oxaziridines bearing perfluorinated alkyl residues at the C-atom, are more powerful oxidizing agents in comparison with the nonfluorinated analogous [5,11].…”
Section: Resultsmentioning
confidence: 99%
“…However, fluorinated oxaziridines are less well known, and the reported examples mainly originate from perfluorinated starting materials [4]. Recently, oxaziridines derived from fluoral N-alkyl imines were reported [5]. Starting with enantiopure substrates, the corresponding products were obtained in a highly diastereoselective manner.…”
Section: Introductionmentioning
confidence: 99%