Synthetic studies on statins. Part 3: A facile synthesis of rosuvastatin calcium through catalytic enantioselective allylation strategy

TETRAHEDRON

卷:70

Article

Chen, Xiaofei^1,2  Xiong, Fangjun¹  Zheng, Chen¹  Li, Jie¹  Chen, Fener^1,2 

[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

[2] Fudan Univ, Inst Biomed Sci, Shanghai 200433, Peoples R China

关键词: Rosuvastatin calcium;    HMG-CoA reductase;    Keck asymmetric allylation;    VO(acac)(2);    syn-Epoxidation;   

DOI  :  10.1016/j.tet.2014.06.077

来源: Elsevier

【 摘 要 】

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. (C) 2014 The Authors. Published by Elsevier Ltd.

【 授权许可】

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