Enantioselective synthesis of (S)-4-methyleneglutamic acid via tandem conjugate addition-elimination under phase-transfer catalytic conditions

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Abstract

An efficient enantioselective synthetic method for (S)-4-methyleneglutamic acid is reported. Phase-transfer catalytic conjugate addition-elimination of the benzophenone imine of glycine tert-butyl ester in the presence of chiral Cinchona-derived catalysts give the corresponding conjugated addition products (>99% ee), which could be hydrolyzed to chiral (S)-4-methyleneglutamic acid. © 2010 Elsevier Ltd. All rights reserved.

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Kang, S., Shi, Q., Ha, M. W., Ku, J. M., Cheng, M., Jeong, B. S., … Jew, S. sup. (2010). Enantioselective synthesis of (S)-4-methyleneglutamic acid via tandem conjugate addition-elimination under phase-transfer catalytic conditions. Tetrahedron, 66(24), 4326–4329. https://doi.org/10.1016/j.tet.2010.04.034

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