Tetrahedron letters

Mechanism-based design of simple, symmetrical, easily prepared, potent antimalarial endoperoxides

GH Posner, D Wang, L González, X Tao, JN Cumming…

文献索引：Posner, Gary H.; Wang, Dasong; Gonzalez, Lluisa; Tao, Xueliang; Cumming, Jared N.; Klinedinst, Donna; Shapiro, Theresa A. Tetrahedron Letters, 1996 , vol. 37, # 6 p. 815 - 818

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被引用次数: 51

摘要

Mechanism-based design, two-step synthesis, and in vitro antimalarial testing showed thermally stable, crystalline, bicyclic endoperoxides 2a and 2b to be potent antimalarials. Their reduction by FeBr2 proceeds via oxy-radicals and then carbon radicals that undergo β- scission to form an alkene and a high-valent Fe O species.