Squaramide-catalyzed enantioselective Michael addition of nitromethane to 2-enoylazaarenes: synthesis of chiral azaarene-containing γ-nitroketones.
- Resource Type
- Academic Journal
- Authors
- Huang HP; College of Pharmacy, Guangxi Zhuang Yao Medicine Center of Engineering and Technology, Guangxi University of Chinese Medicine Nanning Guangxi 530200 P. R. of China charliezh@163.com dengyanqiu0501@163.com.; Xie YH; College of Pharmacy, Guangxi Zhuang Yao Medicine Center of Engineering and Technology, Guangxi University of Chinese Medicine Nanning Guangxi 530200 P. R. of China charliezh@163.com dengyanqiu0501@163.com.; Gan XM; College of Pharmacy, Guangxi Zhuang Yao Medicine Center of Engineering and Technology, Guangxi University of Chinese Medicine Nanning Guangxi 530200 P. R. of China charliezh@163.com dengyanqiu0501@163.com.; Wen XY; College of Pharmacy, Guangxi Zhuang Yao Medicine Center of Engineering and Technology, Guangxi University of Chinese Medicine Nanning Guangxi 530200 P. R. of China charliezh@163.com dengyanqiu0501@163.com.; Wang CX; College of Pharmacy, Guangxi Zhuang Yao Medicine Center of Engineering and Technology, Guangxi University of Chinese Medicine Nanning Guangxi 530200 P. R. of China charliezh@163.com dengyanqiu0501@163.com.; Deng YQ; College of Pharmacy, Guangxi Zhuang Yao Medicine Center of Engineering and Technology, Guangxi University of Chinese Medicine Nanning Guangxi 530200 P. R. of China charliezh@163.com dengyanqiu0501@163.com.; Zhang ZW; College of Pharmacy, Guangxi Zhuang Yao Medicine Center of Engineering and Technology, Guangxi University of Chinese Medicine Nanning Guangxi 530200 P. R. of China charliezh@163.com dengyanqiu0501@163.com.
- Source
- Publisher: Royal Society of Chemistry Country of Publication: England NLM ID: 101581657 Publication Model: eCollection Cited Medium: Internet ISSN: 2046-2069 (Electronic) Linking ISSN: 20462069 NLM ISO Abbreviation: RSC Adv Subsets: PubMed not MEDLINE
- Subject
- Language
- English
Bifunctional chiral squaramide-catalyzed highly enantioselective Michael addition of nitromethane to diverse 2-enoylazaarenes was successfully performed. This protocol provided a set of chiral azaarene-containing γ-nitroketones with up to 98% yield and 98% ee in a solvent-free catalytic system under mild conditions. Furthermore, gram-scale synthetic utility was also showcased.
Competing Interests: There are no conflicts to declare.
(This journal is © The Royal Society of Chemistry.)