Chiral quaternary alkylammonium ionic liquid [Pro-dabco][BF4]: as a recyclable and highly efficient organocatalyst for asymmetric Michael addition reactions |
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Authors: | Da-Zhen Xu Yingjun Liu Sen Shi Yongmei Wang |
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Institution: | Department of Chemistry, State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China |
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Abstract: | A novel series of chiral quaternary ammonium ionic liquids have been synthesized and shown to be very effective catalysts for the asymmetric Michael addition reactions of ketones and aldehydes to nitroolefins with excellent yields (up to 100%), diastereoselectivities (syn/anti = 99:1), and enantioselectivities (up to 97%). The catalytic system, an ionic liquid organocatalyst in Bmim]BF4], could be reused five times without a significant loss in catalytic activity or stereoselectivity. |
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