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  • Title: Stereocontrolled total synthesis of (-)-kainic acid.
    Author: Sakaguchi H, Tokuyama H, Fukuyama T.
    Journal: Org Lett; 2007 Apr 26; 9(9):1635-8. PubMed ID: 17394345.
    Abstract:
    [reaction: see text] A stereocontrolled total synthesis of (-)-kainic acid is described. A fully functionalized trisubstituted pyrrolidine ring was constructed by ring-closing metathesis of an acrylate derivative followed by an intramolecular Michael addition of the resultant alpha,beta-unsaturated lactone with high diastereoselectivity. Two alternative protocols for the construction of the alpha,beta-unsaturated lactone were also developed.
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