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Synlett 1993; 1993(12): 919-920
DOI: 10.1055/s-1993-22652
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Inversion of cis-Substituted α-Cyclopropyl Acyl Anion. Stereoselective Entry to the Synthesis of a Potent Metabotropic Glutamate Agonist, (2S,1′S,2′S)-2-(Carboxycyclopropyl)glycine (L-CCG-I), and Its 3′-Substituted Analogues

Keiko Shimamoto* , Yasufumi Ohfune
  • *Suntory Institute for Bioorganic Research, Shimamoto-cho, Osaka 618, Japan
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Publication Date:
19 March 2002 (online)

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Stereoselective method for the synthesis of L-CCG-I was developed based on the inversion of the cis-substituted α-cyclopropyl ester or aldehyde anion to the trans ones. The method was applied to the syntheses of 3′-substituted CCG-I analogues.