Recyclable Merrifield resin‐supported organocatalysts containing pyrrolidine unit through A3‐coupling reaction linkage for asymmetric Michael addition |
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| Authors: | Jie Liu Pinhua Li Yicheng Zhang Kai Ren Lei Wang Guanwu Wang |
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| Institution: | 1. Department of Chemistry, Huaibei Coal Teachers College, Huaibei, Anhui, People's Republic of China;2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, People's Republic of China;3. Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, People's Republic of China |
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| Abstract: | Merrifield resin‐supported pyrrolidine‐based chiral organocatalysts A ? D through A3‐coupling reaction linkage have been developed and found to be highly effective catalysts for the Michael addition reaction of ketones with nitrostyrenes. The reactions generated the corresponding products in good yields (up to 92%), excellent enantioselectivities (up to 98% ee), and high diastereoselectivities (up to 99:1 dr). In addition, the catalysts can be reused at least five times without a significant loss of catalytic activity and stereoselectivity. Chirality, 2010. © 2009 Wiley‐Liss, Inc. |
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| Keywords: | asymmetric Michael additions Merrifield resin supported organocatalysis A3‐coupling reaction linkage pyrrolidine unit |
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