Catalytic Asymmetric Synthesis of 3,3′‐Diaryloxindoles as Triarylmethanes with a Chiral All‐Carbon Quaternary Center: Phase‐Transfer‐Catalyzed SNAr Reaction |
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Authors: | Dr Seiji Shirakawa Kenta Koga Takashi Tokuda Kenichiro Yamamoto Prof Dr 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: | Catalytic asymmetric synthesis of unsymmetrical triarylmethanes with a chiral all‐carbon quaternary center was achieved by using a chiral bifunctional quaternary phosphonium bromide catalyst in the SNAr reaction of 3‐aryloxindoles under phase‐transfer conditions. The presence of a urea moiety in the chiral phase‐transfer catalyst was important for obtaining high enantioselectivity in this reaction. |
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Keywords: | arylation asymmetric catalysis organocatalysis phase‐transfer catalysis synthetic methods |
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