An expeditious asymmetric synthesis of the pentacyclic core of the cortistatins by an intramolecular (4+3) cycloaddition

Chem Commun (Camb). 2011 Mar 28;47(12):3416-7. doi: 10.1039/c1cc00087j. Epub 2011 Feb 11.

Abstract

A concise, asymmetric synthesis of the pentacyclic framework of the cortistatins has been accomplished in 12 steps from commercially available starting materials, employing a highly diastereoselective intramolecular (4+3) cycloaddition of epoxy enolsilanes as the key step.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Heterocyclic Compounds, 4 or More Rings / chemical synthesis*
  • Heterocyclic Compounds, 4 or More Rings / chemistry*
  • Isoquinolines / chemical synthesis*
  • Isoquinolines / chemistry*
  • Polycyclic Compounds / chemical synthesis*
  • Polycyclic Compounds / chemistry*
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Heterocyclic Compounds, 4 or More Rings
  • Isoquinolines
  • Polycyclic Compounds
  • cortistatin A
  • cortistatin J