794464-41-8Relevant articles and documents
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.
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