Asymmetric Ugi 3CR on isatin-derived ketimine: synthesis of chiral 3,3-disubstituted 3-aminooxindole derivatives

نویسندگان

  • Giordano Lesma
  • Fiorella Meneghetti
  • Alessandro Sacchetti
  • Mattia Stucchi
  • Alessandra Silvani
چکیده

An efficient Ugi three-component reaction of a preformed chiral ketimine derived from isatin with various isonitrile and acid components has been developed. The reactions proceeded smoothly and in a stereocontrolled manner with regard to the new center of the Ugi products due to the stereoinduction of the amine chiral residue. A wide variety of novel chiral 3,3-disubstituted 3-aminooxindoles were obtained, a selection of which were subjected to post-Ugi transformations, paving the way to application as peptidomimetics.

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عنوان ژورنال:

دوره 10  شماره 

صفحات  -

تاریخ انتشار 2014