Chiral phosphoric acid catalyzed enantioselective inverse-electron-demand oxa-Diels-Alder reactions to synthesize chiral tricyclic tetrahydropyran derivatives
文献类型:期刊论文
作者 | Tang,Cong-Yun; Wu,Jie; Ji,Feng-Ting; Tian,Fang; Peng,Lin; Wang,Liang-Liang |
刊名 | ORGANIC CHEMISTRY FRONTIERS
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出版日期 | 2023 |
卷号 | 11期号:1页码:211-216 |
关键词 | ORTHO-QUINONE METHIDES BRONSTED ACID CYCLOADDITIONS ACTIVATION |
DOI | 10.1039/d3qo01615c |
英文摘要 | A series of enantioenriched tricyclic tetrahydropyran derivatives were achieved through chiral phosphoric acid catalyzed intramolecular inverse electron demand oxa-Diels-Alder (IEDODA) reactions, with good yields (up to 95%) and excellent stereocontrol (>20 : 1 dr, up to 99% ee). The achievement of such high enantioselectivity was ascribed to the rationally designed remote dual hydrogen bonding interaction, by which the conformation of the flexible substrate was well arranged by the catalyst in a reactive and stereoselective manner to participate in the transformation. |
WOS记录号 | WOS:001109686500001 |
源URL | [http://ir.kib.ac.cn/handle/151853/74880] ![]() |
专题 | 中国科学院昆明植物研究所 |
推荐引用方式 GB/T 7714 | Tang,Cong-Yun,Wu,Jie,Ji,Feng-Ting,et al. Chiral phosphoric acid catalyzed enantioselective inverse-electron-demand oxa-Diels-Alder reactions to synthesize chiral tricyclic tetrahydropyran derivatives[J]. ORGANIC CHEMISTRY FRONTIERS,2023,11(1):211-216. |
APA | Tang,Cong-Yun,Wu,Jie,Ji,Feng-Ting,Tian,Fang,Peng,Lin,&Wang,Liang-Liang.(2023).Chiral phosphoric acid catalyzed enantioselective inverse-electron-demand oxa-Diels-Alder reactions to synthesize chiral tricyclic tetrahydropyran derivatives.ORGANIC CHEMISTRY FRONTIERS,11(1),211-216. |
MLA | Tang,Cong-Yun,et al."Chiral phosphoric acid catalyzed enantioselective inverse-electron-demand oxa-Diels-Alder reactions to synthesize chiral tricyclic tetrahydropyran derivatives".ORGANIC CHEMISTRY FRONTIERS 11.1(2023):211-216. |
入库方式: OAI收割
来源:昆明植物研究所
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