Document Detail


Preparation of bicyclic 1,2,4-trioxanes from gamma,delta-unsaturated ketones.
MedLine Citation:
PMID:  19132925     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
Armando P Ramirez; Andrew M Thomas; K A Woerpel
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Publication Detail:
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:
Title:  Organic letters     Volume:  11     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2009 Feb 
Date Detail:
Created Date:  2009-01-29     Completed Date:  2009-02-26     Revised Date:  2013-06-02    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  507-10     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of California, Irvine, California 92697-2025, USA.
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MeSH Terms
Descriptor/Qualifier:
Alkenes / chemistry*
Catalysis
Cyclization
Heterocyclic Compounds / chemical synthesis*,  chemistry
Hydrogen Peroxide / chemistry
Ketones / chemistry*
Molecular Structure
Stereoisomerism
Grant Support
ID/Acronym/Agency:
GM61006/GM/NIGMS NIH HHS; R01 GM061066-01A2S1/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/1,2,4-trioxane; 0/Alkenes; 0/Heterocyclic Compounds; 0/Ketones; 7722-84-1/Hydrogen Peroxide
Comments/Corrections

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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