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A Concise Stereoselective Synthesis of the Tetracyclic Naphthoquinone (-)-Isagarin

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Title A Concise Stereoselective Synthesis of the Tetracyclic Naphthoquinone (-)-Isagarin
 
Creator FERNANDES, RA
INGLE, AB
 
Subject ENANTIOSELECTIVE SYNTHESIS
PENTAS-LONGIFLORA
CARBENE COMPLEXES
ORGANIC-SYNTHESIS
(+)-NOCARDIONE B
FORMAL SYNTHESIS
ISAGARIN
(+)-ALLO-ELEUTHERIN
(+)-ELEUTHERIN
BENZANNULATION
Natural products
Fused-ring systems
Carbenes
Annulation
Ketalization
 
Description A concise stereoselective synthesis of the tetracyclic naphthoquinone natural product (-)-isagarin has been completed in seven steps from known alkyne 5 (obtained from D-mannitol) by using Dotz benzannulation and intramolecular stereospecific dioxabicyclic ketal formation as key steps.
 
Publisher WILEY-BLACKWELL
 
Date 2012-06-26T04:52:29Z
2012-06-26T04:52:29Z
2011
 
Type Article
 
Identifier EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,(33)6624-6627
1434-193X
http://dx.doi.org/10.1002/ejoc.201101279
http://dspace.library.iitb.ac.in/jspui/handle/100/13910
 
Language English