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New, Readily Available Organocatalysts for the Enantioselective Reduction of alpha-Imino- and beta-Imino Esters

  作者 BONSIGNORE MARTINA; BENAGLIA MAURIZIO; ANNUNZIATA RITA; CELENTANO GIUSEPPE  
  选自 期刊  SYNLETT;  卷期  2011年-8;  页码  1085-1088  
  关联知识点  
 

[摘要]Novel metal-free, readily available chiral catalytic systems for the enantioselective reduction of keto imines are reported. Different beta-imino esters were reduced by trichlorosilane in the presence of 10 mol% of a chiral Lewis base easily obtained in one step only from prolinol, in high yields and in up to 85% enantioselectivity; imines bearing an inexpensive and removable chiral auxiliary, were reduced with complete control of the absolute stereochemistry. The methodology was successfully extended to the stereoselective synthesis of alpha-amino esters.

 
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