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Template-induced enantioselectivity in the reductive radical cyclization of 3-(3-iodopropoxy)propenoic acid derivatives depending on the binding motif.

  作者 Kapitan, Peter;Bach, Thorsten;  
  选自 期刊  Synthesis;  卷期  2008年-10;  页码  1559-1564  
  关联知识点  
 

[摘要]Different binding motifs HXC:O were screened in the enantioselective radical cyclization of various linear derivs. of 3-(3-iodopropoxy)propenoate. The reactions were performed in the presence of an enantiomerically pure, chiral 1,5,7-trimethyl-3-azabicyclo[3.3.1]nonan-2-one, which acts as a hydrogen-binding template. The cyclized products were obtained in good to excellent yields (66-88%). Enantioselectivities of ?9% ee were achieved.

 
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