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Article Dans Une Revue Organic & Biomolecular Chemistry Année : 2010

Aminocyclopropanes as precursors of endoperoxides with antimalarial activity

Résumé

This contribution describes the synthesis of several novel bicyclic α-amino endoperoxides, including CF3-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.

Dates et versions

mnhn-02047403 , version 1 (24-02-2019)

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Claire Madelaine, Olivier Buriez, Benoit Crousse, Isabelle Florent, Philippe Grellier, et al.. Aminocyclopropanes as precursors of endoperoxides with antimalarial activity. Organic & Biomolecular Chemistry, 2010, 8 (24), pp.5591. ⟨10.1039/c0ob00308e⟩. ⟨mnhn-02047403⟩
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