Abstract
Type II photooxygenation (singlet oxygen) is described as a synthetically useful way
for the preparation of allylic hydroperoxides and endoperoxides using sensitizer-adsorbed
or covalently sensitizer-doped polymeric (macro- or nanosized) containers. Facilitated
product separation and purification as well as increased reactivity are advantages
of these techniques in comparison with solution-phase photochemistry. The products
generated by Type II photooxygenation have been used for the syntheses of numerous
polycyclic peroxides with a common 1,2,4-trioxane core as exhibited in the natural
antimalarial artemisinin.
Key words
photochemistry - catalytic oxygenation - peroxides - peroxyacetals - Lewis acid catalysis
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