Catalytic asymmetric synthesis of 3-hydroxyl-2-oxindoles via enantioselective Morita-Baylis-Hillman reaction of isatins |
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| Authors: | Ci-Ci WangXin-Yan Wu |
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| Affiliation: | Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, PR China |
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| Abstract: | The enantioselective Morita-Baylis-Hillman reaction of acrylates to isatins was investigated for the first time, employing bifunctional phosphinothiourea organocatalysts based on chiral cyclohexane scaffold. The 3-hydroxyl-2-oxindole derivatives were obtained in excellent yields with moderate enantioselectivity (up to 69% ee) in the presence of 10 mol % catalyst 1b. |
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| Keywords: | Enantioselective organocatalysis Morita-Baylis-Hillman reaction Bifunctional phosphinothiourea Isatin 3-Hydroxyl-2-oxindole |
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