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

Zhongkai Tang, Yan Shi, Haibin Mao, Xuebin Zhu, Weipeng Li, Yixiang Cheng, Wen‐Hua Zheng, Chengjian Zhu

Organic & Biomolecular Chemistry · 2014 · 49 citations · 46 references

Concepts

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.

References

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