Organocatalytic Asymmetric Michael Addition of Barbituric Acid to β-Nitroalkenes
GUI Yong-yuan1,2, LIU Kang-qiong3, WANG Xiao1,2, TIAN Fang2, PENG Lin2, WANG Li-xin2
1. University of Chinese Academy of Sciences, Beijing 100039, China; 2. Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China; 3. Sichuan Chenguang Engineering Design Institute, Chengdu 610041, China
Abstract:Organocatalytic asymmetric Michael addition of 1,3-dimethylbarbituric acid to β-nitroalkenes was studied using chiral squaric amide as the catalyst. The influence of substrate structure on the enantioselectivity of the reaction was investigated. The addition products were obtained in high yields (80%~100%) and moderate to good enantioselectivity (ee 43%~90%). The structures were characterized by 1H NMR and 13C NMR.
贵永远, 刘康琼, 王霄, 田芳, 彭林, 王立新. 手性方酰胺催化巴比妥酸和硝基烯的不对称Michael加成反应[J]. 合成化学, 2016, 24(4): 330-332.
GUI Yong-yuan, LIU Kang-qiong, WANG Xiao, TIAN Fang, PENG Lin, WANG Li-xin. Organocatalytic Asymmetric Michael Addition of Barbituric Acid to β-Nitroalkenes. Chinese Journal of Synthetic Chemistry, 2016, 24(4): 330-332.