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Nitrophenylacetonitriles as Versatile Nucleophiles in Enantioselective Organocatalytic Conjugate Additions

  作者 BELEN CID M; DUCE SARA; MORALES SARA; RODRIGO EDUARDO; GARCIA RUANO JOSE LUIS  
  选自 期刊  Organic Letters;  卷期  2010年12-16;  页码  3586-3589  
  关联知识点  
 

[摘要]Arylacetonitriles are able to participate in organocatalytic Michael additions to alpha,beta-unsaturated aldehydes by incorporating a nitro group at the phenyl ring, which acts as a temporary activating group in a remote position and allows further transformations. The sequential protocol Michael addition/NaBH4 reduction/lactonization allows the synthesis of diastereomerically pure disubstituted lactones in high yield and optical purity.

 
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