Bifunctional Brønsted base catalyzed inverse-electron-demand aza-Diels–Alder reactions of saccharin-derived 1-azadienes with azlactones

文献情報

出版日 2019-05-09

DOI 10.1039/C9QO00357F

インパクトファクター 5.281

著者

Xiao-Rui Ren, Jun-Bing Lin, Xiu-Qin Hu, Peng-Fei Xu

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要旨

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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Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 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

Bifunctional Brønsted base catalyzed inverse-electron-demand aza-Diels–Alder reactions of saccharin-derived 1-azadienes with azlactones

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