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Total Syntheses Of Lycopodium Alkaloids (+)-fawcettimine, (+)-fawcettidine, And (-)-8-deoxyserratinine.

H. Li, X. Wang, Xiaoguang Lei
Published 2012 · Chemistry, Medicine

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A shared story: Three fawcettimine- and serratinine-type Lycopodium alkaloids are prepared from a common tetracyclic spirodiketone intermediate in concise total syntheses. The intermediate was constructed by a remarkable biosynthesis-inspired transannular N-C bond formation to the spiro-configured carbon center and a hydroxy-directed pinacol coupling promoted by SmI(2).
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