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Desymmetrization of meso-1,2-Diols via the Dynamic Kinetic Resolution of Its Monodichloroacetates

  作者 CAO JINLI; QU JIN  
  选自 期刊  Journal of Organic Chemistry;  卷期  2010年75-11;  页码  3663-3670  
  关联知识点  
 

[摘要]Enantioselective acylation catalyzed by the thioamide modified 1-methylhistidine methyl ester 1 in combination with DABCO-mediated racemization of the substrate led to the efficient dynamic kinetic resolution or meso-1,2-diol monodichloroacetates. In this way, cyclic and acyclic meso-1,2-diol monodichloroacetates can be transformed to the enantiomerically enriched (1S,2R)-heterosubstituted diol diesters which are stable in enantiomerically pure form and can be readily used for further organic transformations.

 
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