Enantio- and diastereoselective synthesis of spiropyrazolones via an organocatalytic [1 + 2 + 3] multicomponent reaction
| Autor: | Bo Han, Yan-Ling Ji, Wei Huang, Xiang-Hong He, Yue-Yan Ai, Rui-Zhen Huang, Guo Li, He-Ping Li |
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| Rok vydání: | 2019 |
| Předmět: |
010405 organic chemistry
Organic Chemistry Cinchona Alkaloids 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis Benzaldehyde chemistry.chemical_compound chemistry Catalytic cycle Stereoselectivity Physical and Theoretical Chemistry Malononitrile |
| Zdroj: | Organicbiomolecular chemistry. 17(41) |
| ISSN: | 1477-0539 |
| Popis: | An asymmetric catalytic multicomponent reaction of malononitrile, benzaldehyde, and α-arylidene pyrazolinones to produce spiropyrazolones has been reported. The [1 + 2 + 3] multicomponent reaction was catalyzed by chiral cinchona alkaloids to provide spiropyrazolones in high yields, with excellent enantioselectivities and good diastereoselectivities. We also performed control experiments and proposed a plausible catalytic cycle based on the observed experimental results to explain the reaction process and stereoselectivity of the asymmetric multicomponent reaction. |
| Databáze: | OpenAIRE |
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