1450996-59-4Relevant academic research and scientific papers
Enantioselective synthesis of quaternary 3-aminooxindoles via organocatalytic asymmetric michael addition of 3-monosubstituted 3-aminooxindoles to nitroolefins
Cui, Bao-Dong,Han, Wen-Yong,Wu, Zhi-Jun,Zhang, Xiao-Mei,Yuan, Wei-Cheng
, p. 8833 - 8839 (2013)
An enantioselective synthesis of quaternary 3-aminooxindoles with 3-monosubstituted 3-aminooxindoles as nucleophiles is first presented. A Michael addition reaction of 3-monosubstituted 3-aminooxindoles to nitroolefins has been developed with a bifunctional thiourea-tertiary amine as a catalyst to afford a range of 3,3-disubstituted oxindoles bearing adjacent quaternary-tertiary centers in good results (up to 98% yield, >99:1 dr, and 92% ee). We also demonstrate the potential synthetic utility of this methodology by a transformation of the product into a spirocyclic oxindole compound.
