| Preparation of bicyclic 1,2,4-trioxanes from gamma,delta-unsaturated ketones. | |
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MedLine Citation:
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PMID: 19132925 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Treatment of gamma,delta-unsaturated ketones with hydrogen peroxide and acid provides a rapid entry into the medicinally important 1,2,4-trioxane structure. Alkene substitution that stabilizes carbocationic intermediates proved to be important for the success of this transformation. |
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Authors:
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Armando P Ramirez; Andrew M Thomas; K A Woerpel |
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Publication Detail:
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Type: Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S. |
Journal Detail:
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Title: Organic letters Volume: 11 ISSN: 1523-7052 ISO Abbreviation: Org. Lett. Publication Date: 2009 Feb |
Date Detail:
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Created Date: 2009-01-29 Completed Date: 2009-02-26 Revised Date: 2013-06-02 |
Medline Journal Info:
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Nlm Unique ID: 100890393 Medline TA: Org Lett Country: United States |
Other Details:
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Languages: eng Pagination: 507-10 Citation Subset: IM |
Affiliation:
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Department of Chemistry, University of California, Irvine, California 92697-2025, USA. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Alkenes
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chemistry* Catalysis Cyclization Heterocyclic Compounds / chemical synthesis*, chemistry Hydrogen Peroxide / chemistry Ketones / chemistry* Molecular Structure Stereoisomerism |
| Grant Support | |
ID/Acronym/Agency:
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GM61006/GM/NIGMS NIH HHS; R01 GM061066-01A2S1/GM/NIGMS NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/1,2,4-trioxane; 0/Alkenes; 0/Heterocyclic Compounds; 0/Ketones; 7722-84-1/Hydrogen Peroxide |
| Comments/Corrections | |
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