title: An efficient route into synthetically challenging bridged achiral 1,2,4,5-tetraoxanes with antimalarial activity.
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 H(2)O(2) and catalytic I(2) to form the gem-dihydroperoxide followed by a Ag(2)O mediated alkylation using 1,3-diiodopropane. Using this methodology a range of bridged tetraoxanes which display good in vitro antimalarial activity were synthesized.
authors.affiliation: Department of Chemistry, University of Liverpool, Liverpool L69 7ZD, UK.
authors.forename: Gemma L
authors.initials: GL
authors.lastname: Ellis
authors.forename: Richard
authors.initials: R
authors.lastname: Amewu
authors.forename: Charlotte
authors.initials: C
authors.lastname: Hall
authors.forename: Karen
authors.initials: K
authors.lastname: Rimmer
authors.forename: Steven A
authors.initials: SA
authors.lastname: Ward
authors.forename: Paul M
authors.initials: PM
authors.lastname: O'Neill
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000737:chemistry* / Q000494:pharmacology*; D000077549:Artemether; D037621:Artemisinins / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D010963:Plasmodium falciparum / Q000187:drug effects; D013329:Structure-Activity Relationship; D045568:Tetraoxanes / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000962:Antimalarials; D037621:Artemisinins; D045568:Tetraoxanes; C031327:artemisinin; D000077549:Artemether