Ru-catalyzed asymmetric transfer hydrogenation of racemic /3-keto γ-lactams via dynamic kinetic resolution

被引：0
|
作者：
Malekar, Pushpa, V [1 ,2 ]
More, Ganesh, V [1 ]
Ramana, Chepuri, V [1 ,2 ]
机构：
[1] CSIR Natl Chem Lab, Div Organ Chem, Dr Homi Bhabha Rd, Pune 411008, India
[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
来源：
TETRAHEDRON | 2024年 / 167卷
关键词：
Dynamic kinetic resolution; Asymmetric transfer hydrogenation; Fluroquinolone antibiotics; /3-keto gamma-lactams; (R)-1-((R)-Pyrrolidin-3-yl)ethan-1-ol; SYN-1,2-DIOL DERIVATIVES; RESISTANCE; SEROTONIN; DRUGS;
D O I：
10.1016/j.tet.2024.134293
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The enantioselective transfer hydrogenation of racemic /3-keto gamma-lactams via dynamic kinetic resolution using a chiral Ru(II) catalyst has been developed for the synthesis of optically active /3-hydroxyl lactams with excellent conversion (up to 99 %), high diastereomeric ratio (dr dr 93:07) and enantiomeric selectivity (89 % ee ). The reaction proceeded by using HCO2H/Et3N 2 H/Et 3 N as hydrogen donor and features mild, additive free reaction conditions, fast crystallization, broad substrate scope, and an operationally simpler setup than that for molecular hydrogenation.
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页数：8
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