Silica gel supported pyrrolidine-based chiral ionic liquid as recyclable organocatalyst for asymmetric Michael addition to nitrostyrenes |
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Authors: | Pinhua Li Yicheng Zhang |
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Affiliation: | a Department of Chemistry, Huaibei Coal Teachers College, Huaibei, Anhui 235000, PR China b Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, PR China c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, PR China |
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Abstract: | A novel silica gel supported pyrrolidine-based chiral ionic liquid 6a has been developed and found to be a highly effective catalyst for the Michael addition reaction of ketones with nitrostyrenes. The reactions generated the corresponding products in good yields (up to 94%), excellent enantioselectivities (up to >99% ee), and high diastereoselectivities (up to >99:1 dr). In addition, the catalyst 6a can be reused at least five times without a significant loss of catalytic activity and stereoselectivity. |
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Keywords: | Supported chiral ionic liquids Asymmetric Michael addition Organocatalysts Nitrostyrenes Recyclable |
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