Document Detail


Different pathways for the deoxygenation of the A-ring of natural triterpene compounds.
MedLine Citation:
PMID:  20077311     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Some deoxygenation pathways were tested to remove the hydroxyl groups of the natural triterpenes oleanolic acid and maslinic acid to obtain a practical starting material for the semisynthesis of other interesting organic synthons. Different deoxygenation processes were carried out starting from these triterpenic acids or from several derivatives such as methyl esters and epoxy derivatives. The hydroxyl groups were transformed into some intermediate compounds including xanthyl, thiocarbonyl or tosyl derivatives. The opening of the oxirane ring between C-2 and C-3 was also achieved through different methods using deoxygenating reagents such as Me3SiCl/NaI, WCl4/n-BuLi and Cp2TiCl.
Authors:
Andres Parra; Pilar E Lopez; Andres Garcia-Granados
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Natural product research     Volume:  24     ISSN:  1478-6427     ISO Abbreviation:  Nat. Prod. Res.     Publication Date:  2010  
Date Detail:
Created Date:  2010-01-15     Completed Date:  2010-04-05     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101167924     Medline TA:  Nat Prod Res     Country:  England    
Other Details:
Languages:  eng     Pagination:  177-96     Citation Subset:  IM    
Affiliation:
Departamento de Quimica Organica, Facultad de Ciencias, Universidad de Granada, E-18071 Granada, Spain. aparra@ugr.es
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MeSH Terms
Descriptor/Qualifier:
Molecular Structure
Oxygen / chemistry*
Triterpenes / chemistry*
Chemical
Reg. No./Substance:
0/Triterpenes; 7782-44-7/Oxygen

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