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Stereoselective Oxidative Rearrangement of 2-Aryl Tryptamine Derivatives.

  作者 Movassaghi, Mohammad;Schmidt, Michael A.;Ashenhurst, James A.;  
  选自 期刊  Organic Letters;  卷期  2008年10-18;  页码  4009-4012  
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[摘要]The oxidn. of 2-aryl tryptamines followed by a stereoselective rearrangement provides a versatile strategy for the synthesis of C3-quaternary oxindoles bearing a C3-aryl group. Treatment of optically active 2-aryl hydroxyindolenines with scandium trifluoromethanesulfonate in toluene at 110癈 leads to complete and stereoselective isomerization to the corresponding C3-aryl oxindoles which represent versatile intermediates for the synthesis of C3a-aryl hexahydropyrroloindoles.

 
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