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

  • Kang S
  • Shi Q
  • Ha M
 et al. 
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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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Authors

  • Sukhoon Kang

  • Qinghua Shi

  • Min Woo Ha

  • Jin Mo Ku

  • Maosheng Cheng

  • Byeong Seon Jeong

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