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Synthesis 1997; 1997(10): 1199-1207
DOI: 10.1055/s-1997-1332
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Application of the Horner-Wadsworth-Emmons Reaction to the Functionalization of Dendrimers: Synthesis of Amino Acid Terminated Dendrimers

Delphine Prévôté1 , Sylvie Le Roy-Gourvennec2 , Anne-Marie Caminade3 , Serge Masson4 , Jean-Pierre Majoral5
  • 1Laboratoire de Chimie de Coordination du CNRS, 205 route de Narbonne, 31077 Toulouse Cedex 4, France
  • 2Laboratoire de Chimie Moléculaire et Thioorganique, Université de Caen-Institut des Sciences de la Matière et du Rayonnement (ISMRa), 6 Bd du Maréchal Juin, 14050 Caen, France
  • 3Laboratoire de Chimie de Coordination du CNRS, 205 route de Narbonne, 31077 Toulouse Cedex 4, France, Fax +33(5)61553003; E-mail: caminade@lcc-toulouse.fr
  • 4Laboratoire de Chimie Moléculaire et Thioorganique, Université de Caen-Institut des Sciences de la Matière et du Rayonnement (ISMRa), 6 Bd du Maréchal Juin, 14050 Caen, France, Fax +33(2)31452877; E-mail: masson@ismra.unicaen.fr
  • 5Laboratoire de Chimie de Coordination du CNRS, 205 route de Narbonne, 31077 Toulouse Cedex 4, France, Fax +33(5)61553003; E-mail: majoral@lcc-toulouse.fr
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Publication History

Publication Date:
31 December 2000 (online)

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The Horner-Wadsworth-Emmons reaction of the first, third and fourth generation of aldehyde terminated dendrimers 1-[Gn] (n=1: 6 CHO, n=3:24 CHO, n=4:48 CHO groups, respectively) with phosphonates unsubstituted at the carbon α to the phosphoryl group 2a-i affords in moderate yield dendrimers bearing various α,β-unsaturated functional groups on the surface, including amino acid derivatives.

dendrimer - arborol - phosphonate - Horner-Wadsworth-Emmons reaction - amino acid

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