Concise total synthesis of (+/-)-aloperine and 6-epi-aloperine

Org Lett. 2002 Aug 22;4(17):2925-8. doi: 10.1021/ol0263144.

Abstract

[reaction: see text] Total synthesis of aloperine and 6-epi-aloperine is reported. The crucial steps of the synthetic strategy are an aza-annulation reaction and an intermolecular Diels-Alder reaction. The synthetic plan proceeds from commercially available piperidine-2-ethanol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemical synthesis
  • Piperidines / chemical synthesis*
  • Piperidines / chemistry
  • Plants, Medicinal / chemistry
  • Quinolizidines
  • Stereoisomerism

Substances

  • Alkaloids
  • Piperidines
  • Quinolizidines
  • aloperine