First P☆,S-bidentate diamidophosphite ligand in Pd-catalyzed asymmetric reactions

被引:12
|
作者
Gavrilov, Konstantin N. [1 ]
Chuchelkin, Ilya V. [1 ]
Zheglov, Sergey V. [1 ]
Firsin, Ilya D. [1 ]
Zimarev, Vladislav S. [1 ]
Gavrilov, Vladislav K. [1 ]
Maximychev, Alexander V. [2 ]
Perepukhov, Alexander M. [2 ]
Goulioukina, Nataliya S. [1 ,3 ,4 ]
机构
[1] SA Esenin Ryazan State Univ, Dept Chem, Ryazan 390000, Russia
[2] Moscow Inst Phys & Technol, Dolgoprudnyi 141700, Moscow Region, Russia
[3] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia
[4] Russian Acad Sci, AN Frumkin Inst Phys Chem & Electrochem, Moscow 119071, Russia
基金
俄罗斯科学基金会;
关键词
chiral diamidophosphites; chiral P; S-ligands; palladium-catalyzed asymmetric reactions; CHIRAL PHOSPHORUS LIGANDS; ALLYLIC ALKYLATION; ENANTIOSELECTIVE CONSTRUCTION; ALPHA-AMINO; PHOSPHORODIAMIDITE LIGANDS; ACID DERIVATIVES; PHOSPHORAMIDITE; SUBSTITUTION; PHOSPHONATES; ALLYLATION;
D O I
10.1016/j.mencom.2020.01.010
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel P*,S-bidentate diamidophosphite ligand with a 1,3,2-diazaphospholidine core and an exocyclic thioether fragment provided up to 86% ee in the Pd-catalyzed alkylation of rac-(E)-1,3-diphenylallyl acetate with dimethyl malonate, as well as up to 73 and 75% ee in the amination of this substrate with pyrrolidine and diethyl (aminomethyl)phosphonate, respectively. For the Pd-catalyzed alkylation of cinnamyl acetate with beta-keto esters, ee values up to 76% were achieved.
引用
收藏
页码:31 / 33
页数:3
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