Synthesis of Conformationally Defined Glutamic Acid Analogues from Readily Available Diels-Alder Adducts

Mika YASUDA; Shigehisa SAITO; Yasushi ARAKAWA; Shigeyuki YOSHIFUJI

doi:10.1248/cpb.43.1318

Mika YASUDA, Shigehisa SAITO, Yasushi ARAKAWA, Shigeyuki YOSHIFUJI

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Keywords: kainic acid, Diels-Alder adduct, ruthenium tetroxide, Strecker synthesis, cyclic Schiff base, cyano-trimethylsilane

JOURNAL FREE ACCESS

1995 Volume 43 Issue 8 Pages 1318-1324

DOI https://doi.org/10.1248/cpb.43.1318

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Abstract

New amino acids, (±)-t-3, t-4-bis(carboxymethyl)-r-2-pyrrolidinecarboxylic acid (1d) and (±)-t-3a, t-6a-perhydro-r-1, t-4, t-6-cyclopenta[c]pyrroletricarboxylic acid (2), which possess relatively similar configurations to kainic acid, were synthesized from readily available Diels-Alder adducts.

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