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Keywords:

  • asymmetric catalysis;
  • cyclization;
  • Michael addition;
  • (−)-stenine;
  • total synthesis
Thumbnail image of graphical abstract

In control: (−)-Stenine has been synthesized in 14 steps from commercially available compounds with an overall yield of 5.9 % by using a method that is based on double Michael addition. In the key step, the stereogenic centers that are required for (−)-stenine are generated in a highly stereocontrolled, asymmetric, one-pot cyclization to give a densely substituted cyclohexane core.