ORGLIST: hydroxy to amine with retention of configuration

From: ashwani sharma (lib80aks$##$yahoo.co.in)
Date: Fri Apr 21 2006 - 03:19:08 EDT

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Dear all
      i`m trying a series of reactions to convert hydroxy to amine on a pyrrolidine derivative but the amine should be with retention of configuration . If i will use normal mesylation followed by azidation then amine it gives inverted product. I tried mitsonobu with methyl tosylate on hydroxy to get inverted mesyl but reaction didn`t go.
  Any suggestions from you all
   
  Thanks in advance
   
  Ashwani Sharma

                                
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