The Pauson-Khand reaction of medium sized trans-cycloalkenes

Chem Commun (Camb). 2013 Apr 14;49(29):3055-7. doi: 10.1039/c3cc41005f.

Abstract

Medium sized trans-cycloalkenes are unusually reactive in the intermolecular Pauson-Khand reaction (PKR) with regard to typical monocyclic alkenes. This is due to the ring strain imparted by the E stereochemistry. The PKR of these alkenes offers a modular, regioselective and straightforward entry to trans fused [n.3.0] bicyclic scaffolds (n = 6-8).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry
  • Alkynes / chemistry
  • Bridged Bicyclo Compounds / chemistry
  • Cycloaddition Reaction
  • Cycloparaffins / chemistry*
  • Cyclopentanes / chemistry
  • Isomerism

Substances

  • Alkenes
  • Alkynes
  • Bridged Bicyclo Compounds
  • Cycloparaffins
  • Cyclopentanes
  • cyclopentenone