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
点击次数:
影响因子:4.3
DOI码:10.1002/adsc.201400614
发表刊物:ADVANCED SYNTHESIS & CATALYSIS
摘要: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.
合写作者:Zhao, Yun-Zhou;Sang, Rui;Wei, Yin*; Shi, Min*;
第一作者:Yang, Hai-Bin
论文类型:期刊论文
通讯作者:Wei, Yin*; Shi, Min*;
文献类型:期刊
卷号:356
期号:18
页面范围:3799 - 3808
是否译文:否
发表时间:2014-12-15
收录刊物:SCI
发布期刊链接:
https://advanced.onlinelibrary.wiley.com/doi/full/10.1002/adsc.201400614