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Amino Acid‐Derived Phosphonium Salts‐Catalyzed Michael Addition of 3‐Substituted Oxindoles
Authors:Xiaoyu Wu  Qin Liu  Yong Liu  Qun Wang  Ying Zhang  Jie Chen  Weiguo Cao  Gang Zhao
Abstract:A new type of phosphonium phase‐transfer catalyst prepared from easily available chiral amino acids was evaluated in a model reaction between oxindole and methyl vinyl ketone, and the catalyst derived from isoleucine was found to be the best. Michael additions of 3‐monosubstituted oxindoles to methyl vinyl ketone, acrolein or propargyl aldehyde proceeded smoothly to afford 3,3‐disubstituted oxindoles in good to excellent yields with moderate to excellent ees.
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Keywords:asymmetric catalysis  Michael addition  oxindoles  phase‐transfer catalysts  phosphonium salts
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