Facile and Highly Enantioselective Synthesis of (+)-and (−)-Fluvastatin and Their Analogues

JT Zacharia, T Tanaka, M Hayashi

文献索引：Zacharia, James T.; Tanaka, Takanori; Hayashi, Masahiko Journal of Organic Chemistry, 2010 , vol. 75, # 22 p. 7514 - 7518

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被引用次数: 23

摘要

A highly enantioselective synthesis of (+)-and (−)-fluvastatin and their analogues has been facilitated by the reaction of an aldehyde with diketene in the presence of Ti (Oi-Pr) 4 and a chiral Schiff base ligand. Either enantiomer of the Schiff base could be employed to obtain (+)-or (−)-fluvastatin. Diastereoselective reductions of the resultant keto moiety of β-hydroxy ketoesters provided the syn-1, 3-diol esters (91% ee), which were subsequently ...