Application of the Horner-Wadsworth-Emmons Reaction to the Functionalization of Dendrimers: Synthesis of Amino Acid Terminated Dendrimers

Abstract

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.