A short enantioselective total synthesis of the fundamental pentacyclic triterpene lupeol.

@article{Surendra2009ASE,
  title={A short enantioselective total synthesis of the fundamental pentacyclic triterpene lupeol.},
  author={Karavadhi Surendra and E. J. Corey},
  journal={Journal of the American Chemical Society},
  year={2009},
  volume={131 39},
  pages={13928-9}
}
The first enantioselective synthesis of lupeol has been developed by applying two carefully crafted cation-pi cyclization stages to generate the pentacyclic structure with complete stereocontrol. The synthesis (Scheme 1) is noteworthy because of its brevity and also because it solves a longstanding problem in the field of natural product synthesis. 

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Handbook of Terpenoids

SukhDev, Ed
Triterpenes, Vols. I and II; CRC Press: Boca Raton, FL, • 1989

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