CuCl-mediated tandem CO insertion and annulation of 1,4-dilithio-1,3-dienes: formation of multiply substituted cyclopentadienones and/or their head-to-head dimers

Chem Commun (Camb). 2008 Apr 7:(13):1593-5. doi: 10.1039/b719007g. Epub 2008 Feb 25.

Abstract

Mediated by CuCl, 1,4-dilithio-1,3-dienes reacted with carbon monoxide (CO) to generate multi-substituted cyclopentadienones and/or their head-to-head dimers, via tandem CO insertion and intra/intermolecular cycloaddition of organocopper compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Butadienes / chemistry*
  • Carbon Monoxide / chemistry*
  • Copper / chemistry*
  • Cyclization
  • Cyclopentanes / chemical synthesis*
  • Cyclopentanes / chemistry
  • Dimerization
  • Lithium / chemistry*
  • Magnetic Resonance Spectroscopy / methods
  • Models, Molecular
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Stereoisomerism

Substances

  • Butadienes
  • Cyclopentanes
  • Organometallic Compounds
  • Copper
  • Carbon Monoxide
  • Lithium
  • cuprous chloride