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The Journal of organic chemistry

A Diels-Alder-based total synthesis of (-)-kainic acid.


PMID 22551444

Abstract

An efficient synthesis of (-)-kainic acid, through a high-pressure-promoted Diels-Alder cycloaddition of a vinylogous malonate derived from 4-hydroxyproline, is described. The bicyclic adduct could be converted into the natural product with complete stereocontrol.