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Sc(OTf)(3), an efficient catalyst for addition of allyltrimethylsilane to aldehydes; Chemoselective addition to aldehydes in presence of ketones and in situ acylation (3 component coupling)

  作者 Aggarwal, VK; Vennall, GP  
  选自 期刊  Synthesis;  卷期  1998年-12;  页码  1822-1826  
  关联知识点  
 

[摘要]Scandium triflate (2-10 mol%) has been found to be a highly efficient catalyst for the addition of allyltrimethylsilane to both activated aromatic and aliphatic aldehydes. However, deactivated (electron rich) aromatic aldehydes gave double allylated products instead. Using a stoichiometric amount of Ac2O in the allylation reaction led directly to homoallylic acetates [in situ acylation catalysed by Sc(OTf)(3)] and for the first time gave high yields of adducts with moderately electron rich aromatic aldehydes.

 
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