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Piperidine dispiro-1,2,4-trioxane analogues
Mid Sweden University, Faculty of Science, Technology and Media, Department of Natural Sciences, Engineering and Mathematics.
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2008 (English)In: Bioorganic & Medicinal Chemistry Letters, ISSN 0960-894X, Vol. 18, no 21, 5804-5808 p.Article in journal (Refereed) Published
Abstract [en]

Dispiro N-Boc-protected 1,2,4-trioxane 2 was synthesised via Mo(acac)(2)

catalysed perhydrolysis of N-Boc spirooxirane followed by condensation of

the resulting beta-hydroperoxy alcohol 10 with 2-adamantanone. N-Boc

1,2,4-trioxane 2 was converted to the amine 1,2,4-trioxane hydrochloride

salt 3 which was subsequently used to prepare derivatives (4-7). Several of

these novel 1,2,4-trioxanes had nanomolar antimalarial activity versus the

3D7 strain of Plasmodium falciparum. Amine intermediate 3 represents a

versatile derivative for the preparation of achiral arrays of trioxane analogues

with antimalarial activity.

 

Place, publisher, year, edition, pages
2008. Vol. 18, no 21, 5804-5808 p.
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:miun:diva-7229DOI: 10.1016/j.bmcl.2008.09.052ISI: 000260227400024PubMedID: 18845438Scopus ID: 2-s2.0-54049135939OAI: oai:DiVA.org:miun-7229DiVA: diva2:127078
Note
VR-ChemistryAvailable from: 2008-11-30 Created: 2008-11-29 Last updated: 2016-09-29Bibliographically approved

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Sabbani, SunilHedenström, Erik
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