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Organocatalytic enantioselective tandem Michael addition-oxidation of 3-substituted oxindoles with 1,4-benzoquinone
Authors:Yonghong Zhang  Xiaoyan Hu  Shuaishuai Li  Yijun Liao  Weicheng Yuan  Xiaomei Zhang
Affiliation:1. Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, PR China;2. University of Chinese Academy of Sciences, Beijing 100049, PR China
Abstract:By employing a chiral bifunctional thiourea-tertiary amine as catalyst, enantioselective tandem Michael addition-oxidation of 3-monosubstituted oxindoles with 1,4-benzoquinones were realized. The reactions afforded a wide range of 3,3-disubstituted oxindoles with moderate to good yields (up to 87%) in moderate to good enantioselectivities (up to 96%).
Keywords:1,4-Benzoquinones   Oxindoles   Enantioselective catalysis   Tandem reaction   Organocatalyst
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