SEARCH

SEARCH BY CITATION

Keywords:

  • Antitumour agents;
  • Halomon;
  • Natural products;
  • Rearrangements;
  • Total synthesis

Abstract

The total synthesis of the polyhalogenated antitumour agent halomon (1) was accomplished with two novel transformations as key steps: a Johnson–Claisen rearrangement of a dichlorinated alkene for the preparation of the tertiary chlorinated C3 and a new rearrangement of bromohydrins for the regiospecific introduction of the bromine and chlorine atoms on C6 and C7, respectively.