Short total synthesis of (-)-kainic acid
- PMID: 24742128
- DOI: 10.1021/ol5009526
Short total synthesis of (-)-kainic acid
Abstract
A short total synthesis of (-)-kainic acid has been developed involving a novel diastereofacial differentiating Cu-catalyzed Michael addition-cyclization reaction, which provided access to a chiral pyrroline in a highly stereoselective manner. The chiral pyrroline was converted to (-)-kainic acid via the stereoselective 1,4-reduction of the pyrroline double bond in three steps.
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