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

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• 作者：Yuan-Qin Zheng ; Chun-Feng Luan ; Zhi-Jing Wang ; Yong-Qi Yao ; Zhi-Chuan Shi ; Xue-Feng Li ; ^{lixuefeng@swun.edu.cn" class="auth_mail" title="E-mail the corresponding author} ; Zhi-Gang Zhao ; ^{zzg63129@163.com" class="auth_mail" title="E-mail the corresponding author} ; Feng Chen
• 关键词：Additive effect ; 2-Amino-3-nitrile-chromene ; Functionalized chalcones ; Enantioselective
• 刊名：Chinese Chemical Letters
• 出版年：2016
• 出版时间：January 2016
• 年：2016
• 卷：27
• 期：1
• 页码：25-30
• 全文大小：598 K

文摘

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.