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Metal-free diastereoselective construction of bridged ketal spirooxindoles via a Michael addition-inspired sequence

A TfOH-catalyzed highly diastereoselective Michael addition/ketalization sequence of 3-hydroxyoxindoles and ortho-hydroxychalcones was developed, leading to biologically important bridged ketal spirooxindoles in moderate to excellent yields. Moreover, some chemical transformations were carried out t...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2017-10, Vol.53 (81), p.11201-11204
Main Authors: Zhu, Yanshuo, Zhou, Jing, Jin, Shaojing, Dong, Huahui, Guo, Jiaomei, Bai, Xuguan, Wang, Qilin, Bu, Zhanwei
Format: Article
Language:English
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Summary:A TfOH-catalyzed highly diastereoselective Michael addition/ketalization sequence of 3-hydroxyoxindoles and ortho-hydroxychalcones was developed, leading to biologically important bridged ketal spirooxindoles in moderate to excellent yields. Moreover, some chemical transformations were carried out to further extend the structural complexity and diversity.
ISSN:1359-7345
1364-548X
DOI:10.1039/c7cc05813f