1262516-48-2Relevant academic research and scientific papers
Enantioselectivity switch controlled by N,N′-di- or N,N,N′,N′-tetra-substituted chiral thiophosphorodiamide ligands, structural relatives of thioureas, in catalytic additions of diethylzinc to aldehydes
Yue, Huifeng,Huang, Huayin,Bian, Guangling,Zong, Hua,Li, Fangling,Song, Ling
, p. 170 - 180 (2014/02/14)
We have developed a series of new chiral thiophosphorodiamide ligands derived from (1R,2R)-(+)-1,2-diphenylethylenediamine, which are the structural relatives of thioureas. An investigation into their catalytic properties in asymmetric additions of diethylzinc to aldehydes has shown that N,N,N′,N′-tetra-substituted chiral thiophosphorodiamides can give (R)-secondary alcohols with up to 98% yield and 98% ee, while N,N′-di-substituted chiral thiophosphorodiamides give (S)-secondary alcohols with up to 99% yield and 97% ee values. The enantioselectivity switch is highly efficient with a broad substrate scope. We have also proposed hypothetical reaction pathways, which result in an enantioselectivity switch.
QSAR analysis of the catalytic asymmetric ethylation of ketone using physical steric parameters of chiral ligand substituents
Huang, Huayin,Zong, Hua,Shen, Bin,Yue, Huifeng,Bian, Guangling,Song, Ling
, p. 1289 - 1297 (2014/02/14)
We have demonstrated that a validated QSAR (quantitative structure-activity relationship) model can be constructed between sterimol steric parameters of the N-substituents of chiral 1,2-amino-phosphoramide ligands and the enantiomeric ratios of alcohol products produced in the asymmetric additions of diethylzinc to acetophenone, which is powerful for predicting the steric effects of ligand substituents on enantioselectivities and instructive for ligand optimization.
Chiral primary amine catalyzed asymmetric epoxidation of α-substituted acroleins
Li, Jiuyuan,Fu, Niankai,Zhang, Long,Zhou, Pengxin,Luo, Sanzhong,Cheng, Jin-Pei
experimental part, p. 6840 - 6849 (2011/03/19)
1,1-Disubstituted terminal alkenes remain challenging substrates in asymmetric epoxidation reactions. In this study, chiral primary amines are shown to catalyze the asymmetric epoxidation of α-substituted acroleins, a versatile type of 1,1-disubstituted t
