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Keywords:

  • alkaloids;
  • amathaspiramide;
  • reduction;
  • spiro compounds;
  • total synthesis
Thumbnail image of graphical abstract

Six in one blow: Total syntheses of all the amathaspiramide alkaloids have been accomplished. Rapid construction of the diazaspiro[3.3]nonane core combined with regio- and diastereoselective reduction of the cyclic imide moiety with DIBAL established the route to the common structural motif. The late-stage reduction of the lactam to an imine functionality mediated by Schwartz's reagent was the key to the streamlined syntheses.