Chiral N,N′‐Dioxide‐Organocatalyzed Regio‐, Diastereo‐ and Enantioselective Michael Addition–Alkylation Reaction |
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| Authors: | Juhua Feng Xiao Yuan Weiwei Luo Dr Lili Lin Prof?Dr Xiaohua Liu Prof?Dr Xiaoming Feng |
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| Institution: | 1. Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, P. R. China;2. College of Science, Sichuan Agricultural University, Ya'an, Sichuan, P. R. China |
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| Abstract: | A highly regio‐, diastereo‐ and enantioselective Michael addition–alkylation reaction between α‐substituted cyano ketones and (Z)‐bromonitrostyrenes has been realized by using a chiral N,N′‐dioxide as organocatalyst. A variety of substrates performed well in this reaction, and the corresponding multifunctionalized chiral 2,3‐dihydrofurans were obtained in up to 95 % yield with 95:5 dr and 93 % ee. |
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| Keywords: | 2 3-dihydrofuran asymmetric catalysis chiral N N′ -dioxide Michael alkylation organocatalysis |
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