Abstract

AbstractThe synthesis of a series of 5‐cyclopropyl substituted 1,2,4‐trioxanes 3a‐3f by a sequence of singlet oxygen ene reaction with the 1‐cyclopropylated allylic alcohol 1 and subsequent peroxyacetalization reaction with aldehydes and ketones, respectively, is described. An important side reaction is the formation of cross‐peroxyacetalization products 4 and 5 from the Lewis‐acid catalyzed cleavage of the initially formed β‐hydroperoxy alcohol 2. The in vitro antimalarial activities of several derivatives 3 against Plasmodium falciparum are remarkably high.

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