Synthesis of (S)-2-{(R)-Hydroxy[2-(trifluoromethyl)phenyl]methyl}cyclohexan-1-one Using (1R,2R)-2-(Piperidin-1-yl)cyclohexan-1-amine as a Catalyst

被引：0
|
作者：
Li, C. L. [1 ,2 ,3 ]
Wang, S. Y. [1 ]
Zhan, M. R. [1 ]
Chen, C. C. [1 ]
Wang, Z. X. [1 ]
机构：
[1] North Minzu Univ, Sch Chem & Chem Engn, Yinchuan 750021, Peoples R China
[2] North Minzu Univ, Ningxia Key Lab Solar Chem Convers Technol, Yinchuan 750021, Peoples R China
[3] North Minzu Univ, Key Lab Chem Engn & Technol, State Ethn Affairs Commiss, Yinchuan 750021, Peoples R China
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 60卷 / 10期
基金：
中国国家自然科学基金;
关键词：
asymmetric catalysis; cyclohexanediamine catalyst; aldol reaction; organocatalyst; ASYMMETRIC MICHAEL ADDITION;
D O I：
10.1134/S1070428024100166
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Chiral monosubstituted cyclohexanediamine catalyst, namely (1R,2R)-2-(piperidin-1-yl)cyclohexan-1-amine (Cat1) has been efficiently synthesized and used to catalyze the aldol reaction of cyclohexanone and 2-(trifluoromethyl)benzaldehyde to obtain (R)-2-{(S)-hydroxy[2-(trifluoromethyl)phenyl]methyl}cyclohexan-1-one. The catalyst (20 mol %) provided high yield (up to 85%) and excellent enantioselectivity (95.6% ee) in water solution in three parallel tests.
引用
收藏
页码：1999 / 2003
页数：5
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