794464-41-8Relevant academic research and scientific papers
Rhodium-catalyzed asymmetric hydrogenation of exocyclic α,β-unsaturated carbonyl compounds
Yang, Jiaxin,Li, Xiuxiu,You, Cai,Li, Shuailong,Guan, Yu-Qing,Lv, Hui,Zhang, Xumu
supporting information, p. 856 - 859 (2020/02/15)
A highly enantioselective hydrogenation of exocyclic α,β-unsaturated carbonyl compounds catalyzed by Rh/bisphosphine-thiourea (ZhaoPhos) has been developed, giving the corresponding α-chiral cyclic lactones, lactams and ketones with high yields and excellent enantioselectivities (up to 99% yield and 99% ee). Remarkably, the hydrogen bond between the substrate and the catalyst plays a critical role in this transformation. The synthetic utility of this protocol has been demonstrated by efficient synthesis of chiral 3-(4-fluorobenzyl)piperidine, a key chiral fragment of bioactive molecules.
Stereoselective process for a CCR3 antagonist
Yue, Tai-Yuen,McLeod, Douglas D.,Albertson, Kevin B.,Beck, Steven R.,Deerberg, Joerg,Fortunak, Joseph M.,Nugent, William A.,Radesca, Lilian A.,Tang, Liya,Xiang, Cathie Dong
, p. 262 - 271 (2012/12/22)
A convergent, multikilogram, stereoselective synthesis of 1 is described. A key fragment, (S)-3-(4-fluorobenzyl)piperidine (2) was synthesized from valerolactam in three steps using our recently discovered Ir-BDPP-catalyzed asymmetric hydrogenation. Anoth
Enantioselective hydrogenation of 3-alkylidenelactams: High-throughput screening provides a surprising solution
Yue, Tai-Yuen,Nugent, William A.
, p. 13692 - 13693 (2007/10/03)
High-throughput screening of 256 potential catalysts (8 metal precursors × 32 phosphine ligands) has identified [(BDPP)Ir(COD)]BF4 as a catalyst for the enantioselective hydrogenation of 3-alkylidenelactams. This result is surprising given the
