Cinchona Alkaloid-catalyzed Asymmetric Direct Mannich Reaction of Malononitrile to Imine for Synthesis of β-Amino Malononitrile

被引:13
|
作者
Lu Zhijin [1 ]
Xie Chen [1 ]
Zhou Wei [1 ]
Duan Zhiqiang [1 ]
Han Jianlin [1 ]
Pan Yi [1 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat, Nanjing 210093, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric Mannich reaction; cinchona alkaloids; ss-amino Malononitrile; imines; ACYL CYANIDE REAGENTS; ENANTIOSELECTIVE SYNTHESIS; ACID; PRECURSORS; ALDEHYDES; ADDITIONS; ESTERS; ANION;
D O I
10.1002/cjoc.201200586
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first direct asymmetric Mannich reaction of malononitrile to N-Boc-protected imines has been developed with cinchona alkaloid as catalyst. The procedure could tolerate a relatively wide range of substrates, and results in excellent yields and good enantioselectivities even in the presence of only 1 mol% of catalyst loading. The present work provides an easy access to beta-amino malononitrile derivatives.
引用
收藏
页码:2333 / 2337
页数:5
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