Borrowing hydrogen: iridium-catalyzed reactions for the formation of C-C bonds from alcohols

Phillip J Black, Gerta Cami-Kobeci, Michael G Edwards, Paul A Slatford, Michael K Whittlesey, Jonathan M J Williams

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83 Citations (Scopus)

Abstract

Alcs. have been employed as substrates for C-C bond-forming reactions which involve initial activation by the temporary removal of hydrogen to form an aldehyde. The intermediate aldehyde is converted into an alkene via a Horner-Wadsworth-Emmons reaction, nitroaldol and aldol reactions. The borrowed hydrogen is then returned to the alkene to form a C-C bond.
Original languageEnglish
Pages (from-to)116-125
Number of pages10
JournalOrganic and Biomolecular Chemistry
Volume4
Issue number1
Publication statusPublished - 2006

Keywords

  • Addition reaction
  • Ketones Role
  • RACT (Reactant or reagent) (iridium-catalyzed reactions for formation of C-C bonds from alcs. via intermediate conversion to aldehyde)
  • Addition reaction catalysts
  • RACT (Reactant or reagent) (nitro
  • RCT (Reactant)
  • Aldol condensation
  • Horner Wadsworth Emmons reaction
  • alc addn nitroalkane phosphonate ketone iridium catalyst
  • Alcohols
  • Aldol condensation catalysts
  • iridium-catalyzed reactions for formation of C-C bonds from alcs. via intermediate conversion to aldehyde)
  • Alkanes Role
  • Horner Wadsworth Emmons reaction catalysts (iridium-catalyzed reactions for formation of C-C bonds from alcs. via intermediate conversion to aldehyde)

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  • Cite this

    Black, P. J., Cami-Kobeci, G., Edwards, M. G., Slatford, P. A., Whittlesey, M. K., & Williams, J. M. J. (2006). Borrowing hydrogen: iridium-catalyzed reactions for the formation of C-C bonds from alcohols. Organic and Biomolecular Chemistry, 4(1), 116-125.