Efficient synthesis of chiral phenethylamines: preparation, asymmetric hydrogenation, and mild deprotection of ene-trifluoroacetamides |
| |
| Authors: | Shawn P. Allwein J. Christopher McWilliams Elizabeth A. Secord Todd D. Nelson |
| |
| Affiliation: | a Merck Research Laboratories, Department of Process Chemistry, 466 Devon Park Drive, Wayne, PA 19087, USA
b Merck Research Laboratories, Department of Process Chemistry, 126 East Lincoln Avenue, Rahway, NJ 07065, USA |
| |
| Abstract: | A mild and efficient route to enantioenriched aryl alkyl amines from ketones has been developed. The first successful synthesis and asymmetric hydrogenation of ene-trifluoroamides from oximes gave highly enantioenriched trifluoroacetamides (94-98% ee). The corresponding phenethyl amides are liberated under mild conditions (K2CO3, MeOH/H2O). In addition, a new application of Josiphos ligands toward the asymmetric hydrogenation of both ene-acetamides and ene-trifluoroacetamides was discovered. |
| |
| Keywords: | Asymmetric Hydrogenation Amines Amides Homogeneous Catalysis |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
