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

Abstract

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.