Novel spiroanellated 1,2,4-trioxanes with high in vitro antimalarial activities.

Axel G Griesbeck, Tamer T El-Idreesy, Lars-Oliver Höinck, Johann Lex, Reto Brun

Index: Bioorg. Med. Chem. Lett. 15(3) , 595-7, (2005)

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Abstract

A remarkable increase in antimalarial in vitro activity was achieved by integration of spiroadamantane motifs in 6-alkylidene 1,2,4-trioxanes 3a-h via diastereoselective photooxygenation of allylic alcohols and subsequent BF(3)-catalyzed peroxyacetalization with adamantanone to give the active compounds 3e-h.