Asymmetric Synthesis of (-)-Atorvastatin Calcium by Tandem Catalysis

被引:0
|
作者
Murata, Keisuke [1 ]
Minami, Riko [1 ]
Fuwa, Haruhiko [1 ]
机构
[1] Chuo Univ, Fac Sci & Engn, Dept Appl Chem, Bunkyo Ku, 1-13-27 Kasuga, Tokyo 1128551, Japan
关键词
Polyols; Tandem reactions; Step-economy; OXA-MICHAEL REACTION; STEREOSELECTIVE-SYNTHESIS; CONJUGATE ADDITION; OXIDATION; CONSTRUCTION; 1,3-DIOLS; ALDOL;
D O I
10.1246/bcsj.20210178
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A seven-step synthesis of (-)-atorvastatin calcium, an inhibitor of 3-hydroxy-3 -methylglutaryl coenzyme A (HMG-CoA) reductase, has been developed. The key transformations of the present synthesis are a tandem olefin cross-metathesis/hemiacetalization/intramolecular oxa-Michael addition and a subsequent regioselective Baeyer-Villiger oxidation for the stereo controlled construction of the syn-3,5-dihydroxy carboxylic acid substructure.
引用
收藏
页码:2028 / 2035
页数:8
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