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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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
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cited_by cdi_FETCH-LOGICAL-c287t-9ff105cedcae5d99bd47dd5fec33d34e82ed8030d638031b4624d7fd92e884453
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Zhou, Jing
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description 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.
doi_str_mv 10.1039/c7cc05813f
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title Metal-free diastereoselective construction of bridged ketal spirooxindoles via a Michael addition-inspired sequence
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