| Asymmetric Synthesis of Bioxindole-Substituted Hexahydrofuro[2,3-b]furans via Hydroquinine Anthraquinone-1,4-diyl Diether-Catalyzed Domino Annulation of Acylidenoxindoles/Isatins, Acylidenoxindoles and Allenoates | |
| Alternative Title | Asymmetric Synthesis of Bioxindole-Substituted Hexahydrofuro[2,3-b]furans via Hydroquinine Anthraquinone-1,4-diyl Diether-Catalyzed Domino Annulation of Acylidenoxindoles/Isatins, Acylidenoxindoles and Allenoates |
| YANG HAIBIN; ZHAO YUNZHOU; SANG RUI; WEI YIN; Shi M(施敏) | |
| 2014 | |
| Source Publication | Adv. Synth. Catal.
 |
| Volume | 356Issue:18Pages:3799-3808 |
| Abstract | Hydroquinine anthraquinone-1,4-diyl diether [(DHQ)(2)AQN]-catalyzed unprecedented asymmetric domino annulation reactions of acylidenoxindoles/isatins, acylidenoxindoles and allenoates are disclosed in this communication, providing a facile access to hexahydrofuro[2,3-b]furans containing four contiguous chiral centers in good to excellent yields along with good to excellent ee values and moderate to good dr values. Based on theoretical investigations, a concerted [3+2] ring-closure process was proposed, in which steric hindrance and pi-pi stacking interaction between catalyst and substrate subtly co-control the diastereoselectivity of the reaction. |
| Subject Area | 金属有机化学 |
| DOI | 10.1002/adsc.201400614 |
| URL | 查看原文 |
| Indexed By | SCI |
| Language | 英语 |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.sioc.ac.cn/handle/331003/39135 |
| Collection | 金属有机化学国家重点实验室 |
| Affiliation | 中科院上海有机化学研究所 |
| Recommended Citation GB/T 7714 | YANG HAIBIN,ZHAO YUNZHOU,SANG RUI,et al. Asymmetric Synthesis of Bioxindole-Substituted Hexahydrofuro[2,3-b]furans via Hydroquinine Anthraquinone-1,4-diyl Diether-Catalyzed Domino Annulation of Acylidenoxindoles/Isatins, Acylidenoxindoles and Allenoates[J]. Adv. Synth. Catal.,2014,356(18):3799-3808. |
| APA | YANG HAIBIN,ZHAO YUNZHOU,SANG RUI,WEI YIN,&施敏.(2014).Asymmetric Synthesis of Bioxindole-Substituted Hexahydrofuro[2,3-b]furans via Hydroquinine Anthraquinone-1,4-diyl Diether-Catalyzed Domino Annulation of Acylidenoxindoles/Isatins, Acylidenoxindoles and Allenoates.Adv. Synth. Catal.,356(18),3799-3808. |
| MLA | YANG HAIBIN,et al."Asymmetric Synthesis of Bioxindole-Substituted Hexahydrofuro[2,3-b]furans via Hydroquinine Anthraquinone-1,4-diyl Diether-Catalyzed Domino Annulation of Acylidenoxindoles/Isatins, Acylidenoxindoles and Allenoates".Adv. Synth. Catal. 356.18(2014):3799-3808. |
| Files in This Item: | ||||||
| File Name/Size | DocType | Version | Access | License | ||
| 2014586.pdf（708KB） | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | Application Full Text | |
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