| Tandem intramolecular Diels–Alder/retro-Diels–Alder cycloaddition of 2H-chromen-2-one as dienes with the expulsion of CO_2 |
| |
| 作者姓名： | Jian Zhang Jin-Long Wu |
| |
| 作者单位： | Laboratary of Asymmetry Catalysis and synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, China |
| |
| 基金项目： | This work was supported by the research grant from the National[2TD$DIF] Natural Science Foundation of China (No. 21172191). Mr. Jiyong Liu of the X-ray crystallography facility of Zhejiang University is acknowledged for his assistance in the crystal structure analysis. |
| |
| 摘 要： |
|
Tandem intramolecular Diels-Alder/retro-Diels-Alder cycloaddition of 2H-chromen-2-one as dienes with the expulsion of CO2 |
| |
| Jian Zhang,Jin-Long Wu.Tandem intramolecular Diels-Alder/retro-Diels-Alder cycloaddition of 2H-chromen-2-one as dienes with the expulsion of CO2[J].Chinese Chemical Letters,2016,27(9):1537-1540. |
| |
| Authors: | Jian Zhang Jin-Long Wu |
| |
| Institution: | Laboratary of Asymmetry Catalysis and synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, China |
| |
| Abstract: | To study the intramolecular Diels-Alder cycloadditon of 2H-chromen-2-one as a diene, a series of chiral N-allyl-N-benzylamides that contain a 2H-chromen-2-one moiety were designed for the synthesis of benzof]isoindol-1-ones via an intramolecular Diels-Alder and a subsequent retro-Diels-Alder cycloaddition with the expulsion of CO2. Both the yield (80%-89%) and absolute stereocontrol of the tandem reaction were high when an electron-withdrawing group was attached to the dienophile. The double bond in the styrene substructure remained in the products could be further derivatized by dihydroxylation. |
| |
| Keywords: | 2H-Chromen-2-one Intramolecular Diels-Alder Retro-Diels-Alder Benzo[f]isoindol-1-one Dihydroxylation |
| 本文献已被 CNKI 等数据库收录！ |
| 点击此处可从《中国化学快报》浏览原始摘要信息 |
| 点击此处可从《中国化学快报》下载免费的PDF全文 |
