Synthesis of Spiro-bisperoxyketals

Syntheses of spirocyclic bis-1,2-dioxolanes, bis-1,2-dioxanes, and bis-1,2-dioxepanes are achieved through intramolecular ketalizations of hydroperoxy ketones or intramolecular alkylations of gem-dihydroperoxides. The spiroperoxides have excellent thermal and chemical stability, and several display...

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Bibliographic Details
Published in:Organic letters 2008-06, Vol.10 (12), p.2401-2404
Main Authors: Ghorai, Prasanta, Dussault, Patrick H, Hu, Chunhua
Format: Article
Language:English
Subjects:
Acetals - chemical synthesis
Acetals - chemistry
Animals
Antimalarials - chemical synthesis
Antimalarials - chemistry
Cyclization
Dioxanes - chemical synthesis
Dioxanes - chemistry
Dioxanes - pharmacokinetics
Molecular Structure
Plasmodium falciparum - drug effects
Spiro Compounds - chemical synthesis
Spiro Compounds - chemistry
Spiro Compounds - pharmacokinetics
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Summary:Syntheses of spirocyclic bis-1,2-dioxolanes, bis-1,2-dioxanes, and bis-1,2-dioxepanes are achieved through intramolecular ketalizations of hydroperoxy ketones or intramolecular alkylations of gem-dihydroperoxides. The spiroperoxides have excellent thermal and chemical stability, and several display promising activity against P. falciparum.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol800657m