Literature DB >> 21417456

A practical synthesis of (-)-kainic acid.

Satoshi Takita1, Satoshi Yokoshima, Tohru Fukuyama.   

Abstract

A highly practical stereoselective total synthesis of (-)-kainic acid is described. This synthesis features the stereoselective alkylation of an iodolactone intermediate that was efficiently prepared from (+)-carvone and introduction of carboxylic acid by hydrolysis of a nitrile accompanied by epimerizaion. This synthetic route enabled us to obtain 14.6 g of (-)-kainic acid.
© 2011 American Chemical Society

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Year:  2011        PMID: 21417456     DOI: 10.1021/ol200434a

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Scalable Biosynthesis of the Seaweed Neurochemical, Kainic Acid.

Authors:  Jonathan R Chekan; Shaun M K McKinnie; Malia L Moore; Shane G Poplawski; Todd P Michael; Bradley S Moore
Journal:  Angew Chem Int Ed Engl       Date:  2019-05-10       Impact factor: 15.336

2.  Bioactive marine drugs and marine biomaterials for brain diseases.

Authors:  Clara Grosso; Patrícia Valentão; Federico Ferreres; Paula B Andrade
Journal:  Mar Drugs       Date:  2014-05-02       Impact factor: 5.118

  2 in total

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