Article ID Journal Published Year Pages File Type
1377130 Bioorganic & Medicinal Chemistry Letters 2008 5 Pages PDF
Abstract

Here we present an efficient route into synthetically challenging bridged 1,2,4,5-tetraoxanes. The key to the success of this route is the use of H2O2 and catalytic I2 to form the gem-dihydroperoxide followed by a Ag2O mediated alkylation using 1,3-diiodopropane. Using this methodology a range of bridged tetraoxanes which display good in vitro antimalarial activity were synthesized.

Graphical abstractHere we present an efficient route into the synthetically challenging bridged 1,2,4,5-tetraoxanes. These achiral derivatives display nanomolar antimalarial activity (IC50 = 40–100 nM).Figure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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