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Iodocyclization of Chiral CF3-Allylmorpholinones: A Versatile Strategy for the Synthesis of Enantiopure a-Tfm-Prolines and a-Tfm-Dihydroxyprolines.

  作者 Caupene, Caroline;Chaume, Gregory;Ricard, Louis;Brigaud, Thierry;  
  选自 期刊  Organic Letters;  卷期  2009年11-1;  页码  209-212  
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[摘要]An efficient iodocyclization reaction of a chiral Tfm-allylmorpholinone I (Tfm = trifluoromethyl) provides bicyclic intermediate II. II is converted in straightforward two steps to a-Tfm-proline III and in three steps to a-Tfm-dihydroxyproline IV. The methodologies developed are particularly well adapted for gram-scale synthesis of the above compds. and their enantiomers.

 
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