Aminocyclopropanes as precursors of endoperoxides with antimalarial activity.

نویسندگان

  • Claire Madelaine
  • Olivier Buriez
  • Benoît Crousse
  • Isabelle Florent
  • Philippe Grellier
  • Pascal Retailleau
  • Yvan Six
چکیده

This contribution describes the synthesis of several novel bicyclic α-amino endoperoxides, including CF(3)-substituted compounds, prepared by the aerobic electrochemical oxidation of a family of bicyclic aminocyclopropanes. These, in turn, are readily synthesised by a titanium-mediated intramolecular cyclopropanation process (Kulinkovich-de Meijere reaction), starting from N-alkenyl amides that contain a vic-disubstituted double bond, with high diastereoselectivity. An evaluation of the biological activities of several of the molecules produced, against the parasite Plasmodium falciparum, is also presented.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 8 24  شماره 

صفحات  -

تاریخ انتشار 2010