Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Total Synthesis of (±)-Aspidospermidine Starting from 3-Ethyl-5-bromo-2-pyrone

  • Received : 2010.09.08
  • Accepted : 2010.09.21
  • Published : 2010.11.20
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Abstract

A new synthetic route to ($\pm$)-aspidospermidine was devised, starting from the cycloadduct of 3-ethyl-5-bromo-2-pyrone with vinyl sulfide through a tandem conjugate addition-alkylation sequence. The requisite 3-ethyl-5-bromo-2-pyrone was prepared via the C3-selective Pd-catalyzed coupling reaction with $Et_3Al$-dimethylaminoethanol complex.

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References

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