cheminform abstract: synthesis of (.+-.)-kainic acid by dearomatizing cyclization of a lithiated...

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2000 amino acids, peptides amino acids, peptides U 0400 22 - 165 Synthesis of (±)-Kainic Acid by Dearomatizing Cyclization of a Lithiated N-Benzyl p-Anisamide. Key-step in the presented nine-step synthesis of racemic kainic acid (XIII) is the stereoselective anionic cyclization of lithiated N-benzyl-p-anisamide (IV) which proceeds with loss of aromaticity forming the bicyclic enone (V). — (CLAYDEN, JONATHAN; TCHABANENKO, KIRILL; Chem. Commun. (Cambridge) (2000) 4, 317-318; Dep. Chem., Univ. Manchester, Manchester M13 9PL, UK; EN) 1

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2000 amino acids, peptides

amino acids, peptidesU 0400

22 - 165Synthesis of (±)-Kainic Acid by Dearomatizing Cyclization of aLithiated N-Benzyl p-Anisamide. — Key-step in the presentednine-step synthesis of racemic kainic acid (XIII) is the stereoselective anioniccyclization of lithiated N-benzyl-p-anisamide (IV) which proceeds with loss ofaromaticity forming the bicyclic enone (V). — (CLAYDEN, JONATHAN;TCHABANENKO, KIRILL; Chem. Commun. (Cambridge) (2000) 4, 317-318;Dep. Chem., Univ. Manchester, Manchester M13 9PL, UK; EN)

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