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Tandem Wittig-ene reaction approach to kainic acid

DRS at CSIR-National Institute of Oceanography

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Title Tandem Wittig-ene reaction approach to kainic acid
 
Creator Majik, M.S.
Parameswaran, P.S.
Tilve, S.G.
 
Subject bioactive compounds
amino acids
kainic acid
Tandem Wittig-ene reaction
 
Description The first example of a tandem Wittig-intramolecular ene reaction approach and its application toward the synthesis of kainic acid is reported. The synthetic pathway involves conversion of prenyl bromide into phosphorane 3, followed by one-pot Wittig olefination and an ene reaction with glyoxalic acid to give the cis fused pyrrolidine skeleton of kainic acid.
 
Date 2009-12-21T11:52:05Z
2009-12-21T11:52:05Z
2009
 
Type Journal Article
 
Identifier The Journal of Organic Chemistry, vol.74(9); 3591-3594
http://drs.nio.org/drs/handle/2264/3498
 
Language en
 
Rights © 2009 American Chemical Society. All efforts have been made to respect the copyright to the best of our
knowledge. Inadvertent omissions, if brought to our notice, stand for correction and withdrawal of document from this repository.
 
Publisher American Chemical Society