Stereocontrolled synthesis of (-)-kainic acid from trans-4-hydroxy-L-proline |
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| Authors: | Poisson Jean-François Orellana Arturo Greene Andrew E |
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| Affiliation: | Chimie Recherche (LEDSS), Université Joseph Fourier, 38041 Grenoble, France jean-francois.poisson@ujf-grenoble.fr |
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| Abstract: | [reaction: see text] A highly stereoselective synthesis of (-)-kainic acid has been achieved in 14 steps and >7% overall yield starting from inexpensive trans-4-hydroxy-L-proline. The key steps are diastereoselective enolate alkylation and cuprate substitution reactions. |
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