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

  作者 ZACHARIA JAMES T; TANAKA TAKANORI; HAYASHI MASAHIKO  
  选自 期刊  Journal of Organic Chemistry;  卷期  2010年75-22;  页码  7514-7518  
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[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(O-iota-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 beta-hydroxy ketoesters provided the syn-1,3-diol esters (91% ee), which were subsequently recrystallized and saponified to afford (+)- and (-)-fluvastatin in >99 9% ee

 
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