Regioselective hydrostannation of diarylalkynes directed by a labile ortho bromine atom: an easy access to stereodefined triarylolefins, hybrids of combretastatin A-4 and isocombretastatin A-4

  • Eur J Med Chem. 2010 Sep;45(9):3617-26. doi: 10.1016/j.ejmech.2010.05.007.
Evelia Rasolofonjatovo  1 ,  Olivier Provot ,  Abdallah Hamze ,  Jérome Bignon ,  Sylviane Thoret ,  Jean-Daniel Brion ,  Mouâd Alami
Affiliations
  • 1. University Paris-Sud, CNRS, BioCIS-UMR 8076, Laboratoire de Chimie Thérapeutique, Faculté de Pharmacie, 5 rue J.-B. Clément, Châtenay-Malabry, F-92296, France.
PMID: 20627378 DOI: 10.1016/j.ejmech.2010.05.007
Abstract

A series of triarylolefins bearing the combretastatin A-4 and the isocombretastatin A-4 cores were synthesized and evaluated. The cooperative ortho-effect of a labile bromine atom in the regioselective hydrostannation of unsymmetrical diarylalkynes leading to stereodefined triarylolefins is presented.