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Issue 32, 2014
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Highly enantioselective synthesis of bisoxindoles with two vicinal quaternary stereocenters via Lewis base mediated addition of oxindoles to isatin-derived ketimines

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Abstract

A highly efficient asymmetric organocatalytic addition of 3-substituted oxindole to isatin-derived ketimine is reported with excellent stereocontrol (>99 : 1 dr, >99% ee) under mild conditions. This method provides access to the bisoxindole structure moiety with two vicinal quaternary stereogenic centers.

Graphical abstract: Highly enantioselective synthesis of bisoxindoles with two vicinal quaternary stereocenters via Lewis base mediated addition of oxindoles to isatin-derived ketimines

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Article information


Submitted
20 May 2014
Accepted
18 Jun 2014
First published
18 Jun 2014

Org. Biomol. Chem., 2014,12, 6085-6088
Article type
Communication
Author version available

Highly enantioselective synthesis of bisoxindoles with two vicinal quaternary stereocenters via Lewis base mediated addition of oxindoles to isatin-derived ketimines

Z. Tang, Y. Shi, H. Mao, X. Zhu, W. Li, Y. Cheng, W. Zheng and C. Zhu, Org. Biomol. Chem., 2014, 12, 6085
DOI: 10.1039/C4OB01039F

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