Synthesis of Chiral Trifluoromethylated Amines by Palladium-Catalyzed Diastereoselective Hydrogenation-Hydrogenolysis Approach
Document Type
Article
Publication Date
1-2003
Department
Department of Chemistry
Abstract
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.
Publication Title
Advanced Synthesis and Catalysis
Recommended Citation
Török, B.,
&
Prakash, G.
(2003).
Synthesis of Chiral Trifluoromethylated Amines by Palladium-Catalyzed Diastereoselective Hydrogenation-Hydrogenolysis Approach.
Advanced Synthesis and Catalysis,
345(1-2), 165-168.
http://doi.org/10.1002/adsc.200390004
Retrieved from: https://digitalcommons.mtu.edu/michigantech-p/3453