474924-87-3Relevant academic research and scientific papers
Synthesis of chiral lactams: Via asymmetric hydrogenation of α,β-unsaturated nitriles
Kong, Duanyang,Li, Meina,Zi, Guofu,Hou, Guohua
, p. 4046 - 4053 (2016)
A highly efficient Rh-catalyzed enantioselective hydrogenation of α,β-unsaturated nitriles containing ester/amide groups has been developed. Under mild conditions, with a complex of rhodium and (S,S)-f-spiroPhos as the catalyst, a variety of α,β-unsaturated nitriles bearing an ester or amide group were successfully hydrogenated to the corresponding chiral nitriles with excellent enantioselectivities (up to 99.7% ee) and high turnover numbers (TON = 10000). Furthermore, this catalyst system was also successfully applied to the synthesis of important chiral pharmacophore fragments, lactams, Paroxetine and amino acids.
Asymmetric carbon-carbon bond formations in conjugate additions of lithiated N-Boc allylic and benzylic amines to nitroalkenes: Enantioselective synthesis of substituted piperidines, pyrrolidines, and pyrimidinones
Johnson, Timothy A.,Jang, Doo Ok,Slafer, Brian W.,Curtis, Michael D.,Beak, Peter
, p. 11689 - 11698 (2007/10/03)
(-)-Sparteine mediated lithiations of N-Boc-allylic and benzylic amines provide configurationally stable intermediates which on conjugate additions to nitroalkenes provide highly enantioenriched enecarbamate products in good yields, and with high diastere
