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Issue 81, 2017
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Metal-free diastereoselective construction of bridged ketal spirooxindoles via a Michael addition-inspired sequence

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Abstract

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.

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

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Article information


Submitted
26 Jul 2017
Accepted
21 Sep 2017
First published
21 Sep 2017

Chem. Commun., 2017,53, 11201-11204
Article type
Communication

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

Y. Zhu, J. Zhou, S. Jin, H. Dong, J. Guo, X. Bai, Q. Wang and Z. Bu, Chem. Commun., 2017, 53, 11201
DOI: 10.1039/C7CC05813F

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