N,N′-Dioxide/Gadolinium(III)-Catalyzed Asymmetric Conjugate Addition of Nitroalkanes to α,β-Unsaturated Pyrazolamides

被引：37

作者：

Yao, Qian ^{[1
]}

Wang, Zhen ^{[1
]}

Zhang, Yuheng ^{[1
]}

Liu, Xiaohua ^{[1
]}

Lin, Lili ^{[1
]}

Feng, Xiaoming ^{[1
,2
]}

机构：

[1] Sichuan Univ, Coll Chem, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Peoples R China

[2] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300072, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 11期

基金：

中国国家自然科学基金;

关键词：

ENANTIOSELECTIVE MICHAEL ADDITION; AMINO-ACIDS; LIGANDS; NITROMETHANE; ORGANOCATALYSTS; EFFICIENT;

D O I：

10.1021/acs.joc.5b00649

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient N,N'-diokide/Gd(III) complex has been developed for the enantioselective conjugate addition of nitroalkanes to alpha,beta-unsaturated pyrazolamides. Under mild reaction conditions, a series of gamma-nitropyrazolamidos were obtained in good to excellent yields (up to 99%) with excellent enantioselectivities (up to 99% ee). "What's, more, the optically active products could be easily transformed into gamma-nitroesters which were key intermediates for the preparation of paroxetine, pregabalin and boclofen.

引用

页码：5704 / 5712

页数：9

共 46 条

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