Journal of Organic Chemistry 2007-08-17

Diastereoselective formal synthesis of a monoterpene alkaloid, (-)-incarvilline.

Toshio Honda, Kyosuke Kaneda

Index: J. Org. Chem. 72(17) , 6541-7, (2007)

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Abstract

Diastereoselective formal synthesis of a monoterpene alkaloid, (-)-incarvilline, the key intermediate for the synthesis of (-)-incarvillateine, was achieved by using an intramolecular Pauson-Khand reaction of (S)-N-[(E)-2-butenyl]-N-(3-butynyl-2-methoxymethoxy)-p-toluenesulfonamide as a key step.