62197-92-6Relevant academic research and scientific papers
Stereoselective metal-free catalytic synthesis of chiral trifluoromethyl aryl and alkyl amines
Genoni, Andrea,Benaglia, Maurizio,Massolo, Elisabetta,Rossi, Sergio
, p. 8365 - 8367 (2013/09/23)
The enantioselective organocatalytic reduction of trifluoromethyl aryl and alkyl ketoimines afforded the corresponding fluorinated amines with high chemical and stereochemical efficiency. The Lewis base catalyzed reaction with trichlorosilane led to chiral products with a trifluoromethyl group directly linked to the newly generated stereocenter typically in >90% yield and up to 98% e.e.
Nucleophilic displacements of non-racemic α-trifluoromethyl benzylic triflates
Hughes, Greg,O'Shea, Paul,Goll, Julie,Gauvreau, Danny,Steele, Jennifer
experimental part, p. 3189 - 3196 (2009/08/15)
Effective protocols for the introduction of chiral α-trifluoromethyl benzyl moieties by nucleophilic displacement of enantiomerically enriched α-trifluoromethyl benzylic triflates are presented. The effects of substrate electronics, solvent polarity, temp
Asymmetric synthesis of α-monofluoromethyl- and α- difluoromethylbenzylamines through regioselective hydrogenolysis
Kanai, Masatomi,Ueda, Koji,Yasumoto, Manabu,Kuriyama, Yokusu,Inomiya, Kenjin,Ootsuka, Takashi,Katsuhara, Yutaka,Higashiyama, Kimio,Ishii, Akihiro
, p. 385 - 391 (2007/10/03)
Asymmetric synthesis of α-monofluoromethyl- and α- difluoromethylbenzylamines through regioselective hydrogenolysis is described. Hydrogenolysis of diastereomerically pure bis(α-methylbenzyl)amine derivatives having partially fluorinated methyl group at b
Synthesis of Chiral Trifluoromethylated Amines by Palladium-Catalyzed Diastereoselective Hydrogenation-Hydrogenolysis Approach
Toeroek, Bela,Prakash, G. K. Surya
, p. 165 - 168 (2007/10/03)
The synthesis of chiral 2,2,2-trifluoro-1-phenylethylamines by palladium-catalyzed diastereoselective heterogeneous catalytic hydrogenation is described. The one-pot process involves two steps; the diastereoselective hydrogenation of chiral 2,2,2-trifluoro-1-phenylethyl-N-1'-phenylethylimines and the hydrogenolysis of the methylbenzyl group on the amino function. During both the hydrogenation and hydrogenolysis steps favorable stereoinduction was observed, and the products were obtained in 90-93% ee and 50-55% yield.
