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Determination of Absolute Configuration Using Kinetic Resolution Catalysts

  作者 WAGNER ALEXANDER J; DAVID JONATHAN G; RYCHNOVSKY SCOTT D  
  选自 期刊  Organic Letters;  卷期  2011年13-16;  页码  4470-4473  
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[摘要]A new method was developed to assign the absolute configuration of molecules using kinetic resolution catalysts. Secondary alcohols were acylated in the presence of Birman's S-HBTM and R-HBTM catalysts, and the fast-reacting catalyst was identified by NMR analysis of the reaction mixture. A mnemonic was developed to assign configuration based on the identity of the fast-reacting catalyst. The method uses only 1-3 mg of alcohol, and it is more convenient than the Mosher method. The kinetic resolution strategy may be extended to other classes of molecules.

 
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