Effect of Brønsted acid co-catalyst in asymmetric conjugate addition of 3-aryloxindoles to maleimide under base-free phase-transfer conditions |
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Authors: | Seiji Shirakawa Hiroki MakinoTomofumi Yoshidome Keiji Maruoka |
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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 |
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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. |
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Keywords: | Phase-transfer catalysis Organocatalysis Asymmetric catalysis Conjugate addition Brø nsted acid |
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