Bifunctional Brønsted base catalyzed inverse-electron-demand aza-Diels–Alder reactions of saccharin-derived 1-azadienes with azlactones
文献信息
发布日期
2019-05-09
DOI
10.1039/C9QO00357F
影响因子
5.281
作者
Xiao-Rui Ren, Jun-Bing Lin, Xiu-Qin Hu, Peng-Fei Xu
查看原文
摘要
An enantioselective inverse-electron-demand aza-Diels–Alder reaction of saccharin-derived 1-azadienes and azlactones was developed using a phenylalanine-derived bifunctional Brønsted base-squaramide catalyst, which furnished the chiral tricyclic architectures bearing a quaternary amino acid moiety in high yields with moderate to excellent selectivities. A gram-scale synthesis and further elaboration of the product were also conducted to further demonstrate the synthetic utility of the reaction.
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来源期刊
Organic Chemistry Frontiers
CiteScore:
7.8
自引率:
8.7%
年发文量:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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