Synthetic Strategy toward the Pentacyclic Core of Melodinus Alkaloids

J Org Chem. 2018 Feb 16;83(4):2244-2249. doi: 10.1021/acs.joc.7b03138. Epub 2018 Jan 26.

Abstract

The three-component Povarov reaction is efficiently utilized for construction of the pentacyclic framework of complex Melodinus alkaloids, which is amenable to expansion to other complex natural products. The key steps were Povarov reaction, one-pot reductive cyclization, and ring-closing metathesis (RCM) reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Apocynaceae / chemistry*
  • Cyclization
  • Molecular Structure
  • Polycyclic Compounds / chemical synthesis*
  • Polycyclic Compounds / chemistry
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Stereoisomerism

Substances

  • Alkaloids
  • Polycyclic Compounds
  • Quinolines
  • meloscine