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. 2014 May 2;16(9):2550-3.
doi: 10.1021/ol5009526. Epub 2014 Apr 17.

Short total synthesis of (-)-kainic acid

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Short total synthesis of (-)-kainic acid

Kentaro Oe et al. Org Lett. .

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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