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

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 stereoge...

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Veröffentlicht in:Organic & biomolecular chemistry 2014-08, Vol.12 (32), p.6085-6088
Hauptverfasser: Tang, Zhongkai, Shi, Yan, Mao, Haibin, Zhu, Xuebin, Li, Weipeng, Cheng, Yixiang, Zheng, Wen-Hua, Zhu, Chengjian
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/c4ob01039f