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Enantioselective total synthesis of valeriananoids A-C. Organic letters. [Org Lett] Journal article

 
TitleEnantioselective total synthesis of valeriananoids A-C.
Author(s)Srikrishna A, Satyanarayana G 
InstitutionDepartment of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India. ask@orgchem.iisc.ernet.in
SourceOrg Lett 2004 Jul 8; 6(14):2337-9.
MeSHAlkylation
Catalysis
Cyclization
Indicators and Reagents
Molecular Structure
Monoterpenes
Research Support, Non-U.S. Gov't
Sesquiterpenes
Stereoisomerism
Terpenes
Valerian
Abstract[reaction: see text] The first enantioselective total synthesis of valeriananoids A-C (-)-1-3 is reported starting from the readily available monoterpene (R)-carvone, employing a tandem intermolecular Michael addition-intramolecular Michael addition-alkylation sequence and an electron-transfer-mediated 6-endo-trig cyclization as key steps.
Languageeng
Pub Type(s)Journal Article
PubMed ID15228273
  
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