1274835-99-2Relevant academic research and scientific papers
Enantiomerically pure 2-aryl(alkyl)-2-trifluoromethylaziridines: Synthesis and ring opening with selected O- and N-nucleophiles
Grellepois, Fabienne,Nonnenmacher, Jean,Lachaud, Fabien,Portella, Charles
, p. 1160 - 1168 (2011/04/15)
We report herein the synthesis of enantiomerically pure 2-phenyl- and 2-ethyl-2-trifluoromethylaziridines by Mitsunobu-type cyclisation of the corresponding N-protected amino alcohols, and our results regarding their ring opening with selected nucleophiles. Under basic conditions, N-tosyl aziridines have been regioselectively opened at the less hindered carbon. Under acidic conditions, the regioselectivity of the attack depends on the nature of the substituent at C-2 and on the nitrogen protecting group.
