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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 TitleAsymmetric 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 PublicationAdv. Synth. Catal.
Volume356Issue:18Pages:3799-3808
AbstractHydroquinine 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
DOI10.1002/adsc.201400614
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Indexed BySCI
Language英语
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Document Type期刊论文
Identifierhttp://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.
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