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Kinetic Resolution in Chiral Phosphoric Acid Catalyzed Aldol Reactions: Enantioselective Robinson-Type Annulation Reactions

  作者 YAMANAKA MASAHIRO; HOSHINO MASAYA; KATOH TAKUYA; MORI KEIJI; AKIYAMA TAKAHIKO  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2012年-24;  页码  4508-4514  
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[摘要]A remarkable kinetic resolution was achieved in a chiral phosphoric acid catalyzed intramolecular aldol reaction. Its combination with an enantioselective Michael reaction resulted in the formation of cyclohexenone derivatives with excellent enantioselectivities. DFT calculations on the intramolecular aldol reaction revealed the importance of the 3,3'-substituents of the phosphoric acid for the high enantioselectivity in the kinetic resolution process.

 
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