Total syntheses of lycopodium alkaloids (+)-fawcettimine, (+)-fawcettidine, and (-)-8-deoxyserratinine

  • Li H
  • Wang X
  • Lei X
  • 42

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Abstract

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).

Author-supplied keywords

  • alkaloids
  • collective synthesis
  • natural products
  • samarium iodide
  • tandem reactions

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Authors

  • Houhua Li

  • Xiaoming Wang

  • Xiaoguang Lei

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