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Efficient Preparation of 1,3-Diol Derivatives with Three Contiguous Stereo-centers by an Enantioselective Direct Aldol-Tishchenko Reaction

  作者 ICHIBAKASE TOMONORI; NAKAJIMA MAKOTO  
  选自 期刊  Synthesis;  卷期  2012年44-20;  页码  3145-3151  
  关联知识点  
 

[摘要]1,3-Diol derivatives with three contiguous stereocenters were efficiently prepared by an enantioselective direct aldol-Tishchenko reaction catalyzed by dilithium 3,3'-diphenylbinaphtholate. The reactions of acyclic ketones as aldol donors gave 1,2-syn-1,3-anti-diol derivatives, whereas the reactions of cyclic ketones as aldol donors gave 1,2-anti-1,3-anti-diol derivatives. Sequential aldol-aldol-Tishchenko reactions gave a triol derivative with five consecutive chiral centers.

 
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