1586870-03-2Relevant academic research and scientific papers
Synthesis of Chiral α-Aminosilanes through Palladium-Catalyzed Asymmetric Hydrogenation of Silylimines
Fan, Dongyang,Liu, Yang,Jia, Jia,Zhang, Zhenfeng,Liu, Yangang,Zhang, Wanbin
, p. 1042 - 1045 (2019/05/16)
The asymmetric hydrogenation of silylimines was first developed by using a palladium complex of a P-stereogenic diphosphine ligand as the catalyst, affording the valuable chiral α-aminosilanes with quantitative conversions and excellent enantioselectiviti
Enantioselective synthesis of α-silylamines by meerwein-ponndorf- verley-type reduction of α-silylimines by a chiral lithium amide
Kondo, Yasuhiro,Sasaki, Michiko,Kawahata, Masatoshi,Yamaguchi, Kentaro,Takeda, Kei
, p. 3601 - 3609 (2014/05/06)
Meerwein-Ponndorf-Verley-type reduction of N-tosylsilylimines with chiral lithium amide 2 affords α-silylamines in high enantioselectivity. Since the enantioselectivity observed was inconsistent with our previously proposed chairlike six-membered transition structure, we performed density functional theory (DFT) calculations on transition states leading to (S)- and (R)-7a and (S)- and (R)-7e using an N-phenylsulfonyl derivatives 12 and 13 as model systems. Results of the calculations showed that the structures are considerably deformed from the chairlike form with steric repulsions between the 1′-methylene group and the imine-carbon substituents playing an important role in the control of the enantioselectivity.
