1044740-40-0Relevant academic research and scientific papers
Stereoselective Rearrangement of (Trifluoromethyl)prolinols to Enantioenriched 3-Substituted 2-(Trifluoromethyl)piperidines
Rioton, Sarah,Orliac, Aurélie,Antoun, Zeina,Bidault, Roselyne,Gomez Pardo, Domingo,Cossy, Janine
, p. 2916 - 2919 (2015)
3-Substituted 2-(trifluoromethyl)piperidines B were synthesized by ring expansion of (trifluoromethyl)prolinols A, which were obtained from l-proline via an aziridinium intermediate C. The ring opening of the (trifluoromethyl)aziridinium intermediate by different nucleophiles is regio- and diastereoselective.
Synthesis and utilization of trifluoromethylated amino alcohol ligands for the enantioselective Reformatsky reaction and addition of diethylzinc to N-(diphenylphosphinoyl)imine
Xu, Xiu-Hua,Qiu, Xiao-Long,Qing, Feng-Ling
, p. 7353 - 7361 (2008/12/20)
A series of trifluoromethylated amino alcohol ligands, which had been designed and conveniently prepared, were successfully applied in the enantioselective Reformatsky reaction and addition of diethylzinc to N-(diphenylphosphinoyl)imine, respectively. The influence of the substituents on C-3 position and the amino moiety on the enantioselectivity has been carefully investigated. In the best cases, ligand 1b exhibited good selectivity for the enantioselective Reformatsky reaction in 86% ee and ligand 12d provided excellent enantioselectivity in the addition of diethylzinc to N-(diphenylphosphinoyl)imine with 95% ee.
