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Effect of Brønsted acid co-catalyst in asymmetric conjugate addition of 3-aryloxindoles to maleimide under base-free phase-transfer conditions
Authors:Seiji Shirakawa  Hiroki MakinoTomofumi Yoshidome  Keiji Maruoka
Institution:Laboratory of Synthetic Organic Chemistry and Special Laboratory of Organocatalytic Chemistry, Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan
Abstract:Highly diastereo- and enantioselective conjugate addition of 3-aryloxindoles to maleimide was accomplished under base-free phase-transfer conditions. The effect of Brønsted acid co-catalyst was examined, and we found that the use of a phenol derivative as co-catalyst was effective for obtaining the target conjugate adduct in good yield with high stereoselectivity.
Keywords:Phase-transfer catalysis  Organocatalysis  Asymmetric catalysis  Conjugate addition  Brø  nsted acid
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