Synthetic studies on statins. Part 3: A facile synthesis of rosuvastatin calcium through catalytic enantioselective allylation strategy |
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| Authors: | Xiaofei Chen Fangjun Xiong Chen Zheng Jie Li Fener Chen |
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| Institution: | 1. Department of Chemistry, Fudan University, Shanghai 200433, People''s Republic of China;2. Institutes of Biomedical Science, Fudan University, Shanghai 200433, People''s Republic of China |
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| Abstract: | A concise and stereocontrolled synthesis of rosuvastatin calcium has been accomplished, with the key steps including a Keck enantioselective allylation of chloroacetaldehyde with allyltributylstannane to install 5R-stereocenter and a VO(acac)2-catalyzed syn-diastereoselective epoxidation of (S)-1-chloropent-4-en-2-ol to set the requisite 3R-chirality. |
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| Keywords: | Rosuvastatin calcium HMG-CoA reductase Keck asymmetric allylation VO(acac)2 syn-Epoxidation |
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