679789-07-2Relevant academic research and scientific papers
Highly Diastereoselective Heterogeneously Catalyzed Hydrogenation of Enamines for the Synthesis of Chiral β-Amino Acid Derivatives
Ikemoto, Norihiro,Tellers, David M.,Dreher, Spencer D.,Liu, Jinchu,Huang, Angie,Rivera, Nelo R.,Njolito, Eugenia,Hsiao, Yi,McWilliams, J. Christopher,Williams, J. Michael,Armstrong III, Joseph D.,Sun, Yongkui,Mathre, David J.,Grabowski, Edward J. J.,Tillyer, Richard D.
, p. 3048 - 3049 (2007/10/03)
Pure (Z)-enamines readily prepared from β-ketoesters and amides using (S)-phenylglycine amide were hydrogenated with very high diastereoselectivities (up to 200:1) using heterogeneous catalysis. Hydrogenolytic cleavage of the (S)-phenylglycine amide afforded the corresponding chiral β-aminoesters and amides. The high geometrical purity of the (Z)-enamine and a simple activation procedure for the PtO2 catalyst are essential in achieving high selectivity. Copyright
