Enantioselective Michael Addition of Pyrazolin-5-ones to β-CF3-β-Disubstituted Nitroalkenes Catalyzed by Squaramide Organocatalyst

被引：15

作者：

Lai, Xiaoyan ^{[1
]}

Zha, Gaofeng ^{[1
]}

Liu, Wei ^{[1
]}

Xu, Yan ^{[1
]}

Sun, Panpan ^{[1
]}

Xia, Tao ^{[1
]}

Shen, Yongcun ^{[1
]}

机构：

[1] Wuhan Univ Technol, Sch Chem Chem Engn & Life Sci, Dept Pharm, Wuhan 430070, Hubei, Peoples R China

来源：

SYNLETT | 2016年 / 27卷 / 13期

基金：

美国国家科学基金会;

关键词：

Michael addition; pyrazolin-5-ones; beta-CF3-beta-disubstituted nitroalkenes; squaramide organocatalyst; all-carbon quaternary stereocenter; CARBON QUATERNARY STEREOCENTERS; MEDICINAL CHEMISTRY; PYRAZOLONE DERIVATIVES; FLUORINE; CONSTRUCTION; MCI-186; TRIFLUOROMETHYLATION; HETEROCYCLES; ISCHEMIA;

D O I：

10.1055/s-0035-1561460

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly enantioselective Michael addition of pyrazolin-5-ones with beta-CF3-beta-disubstituted nitroalkenes catalyzed by bifunctional squaramide has been developed. Various chiral beta-CF3-beta-5-hydroxy-pyrazolin-3-yl-disubstituted nitroalkane derivatives bearing all-carbon quaternary stereocenter were prepared in good yields (up to 88%) and excellent enantioselectivities (up to 97% ee).

引用

页码：1983 / 1988

页数：6

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[21] Fluorine in medicinal chemistry: A review of anti-cancer agents [J].