Beilstein J. Org. Chem.2010,6, No. 61, doi:10.3762/bjoc.6.61
effects as the natural compound (Figure 1) [12]. An apparently useful structural feature is a large 3,3-spirofused hydrophobic group. The adamantane skeleton is a unique motif in other cyclic peroxides with antimalarial activities [13][14] which additionally exhibit other remarkable pharmaceutical
exception of the adamantane derivative 5d which has a remarkably shorter O-O bond distance.
4-Arylated 1,2,4-trioxanes
The 1,2,4-trioxanes 10 were formed in moderate to good yields, with the Hock-type cleavage product from the ß-hydroperdiol as the only side-product, from 4 and substituted benzaldehydes
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Graphical Abstract
Figure 1:
Antimalaria active natural artemisinin 1 and the spirobicyclic 1,2,4-trioxane derivative 2 show the...
Beilstein J. Org. Chem.2010,6, No. 60, doi:10.3762/bjoc.6.60
cyclodextrin (Figure 3c).
In addition, when potassium 1-adamantane carboxylate was added as a guest molecule, which competes with the complexed homopolymer solution, the polymer precipitated due to the hydrophobic character of the uncomplexed ferrocene. This uncomplexed polyvinylferrocene was investigated by
complexation with cyclodextrin. The strong polymer-CD complex obtained remained unchanged up to about 90 °C. The removal of cyclodextrin by the addition of a competing guest, potassium 1-adamantane carboxylate, was demonstrated. Additionally, the polymer shows redox behavior even in the presence of the