Citation: Yuan-Qin Zheng, Chun-Feng Luan, Zhi-Jing Wang, Yong-Qi Yao, Zhi-Chuan Shi, Xue-Feng Li, Zhi-Gang Zhao, Feng Chen. Enantioselective synthesis of 2-amino-3-nitrile-chromenes catalyzed by cinchona alkaloids:A remarkable additive effect[J]. Chinese Chemical Letters, ;2016, 27(01): 25-30. doi: 10.1016/j.cclet.2015.08.013 shu

Enantioselective synthesis of 2-amino-3-nitrile-chromenes catalyzed by cinchona alkaloids:A remarkable additive effect

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College of Chemistry and Environment Protection Engineering, Southwest University for Nationalities, Chengdu 610041, China

Corresponding author: Xue-Feng Li, Zhi-Gang Zhao,
Received Date: 20 June 2015
Available Online: 27 July 2015
Fund Project: This work was financially supported by the National Natural Science Foundation of China(No. 21402163) (No. 21402163)

2-Amino-3-nitrile-chromenes with potential antitumor activity were constructed by a novel catalytic system. In combination with α-naphthol, quinine could effectively promote the Michael-cyclization process of malononitrile with functionalized chalcones in high yields and moderate to good enantioselectivity(up to 84% ee). It is notable that the enantioselectivity could be greatly improved when α-naphthol was employed as additive.
- Additive effect,
- 2-Amino-3-nitrile-chromene,
- Functionalized chalcones,
- Enantioselective
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