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Synthesis of polyester dendrimers and dendrons starting from Michael reaction of acrylates with 3-hydroxyacetophenone
Authors:Yuuki Hirayama  Kentaro Yamaguchi  Shigeru Sakamoto  Michiko Iwamura
Affiliation:a Department of Biomolecular Science, Toho University, 2-2-1 Miyama, Funabashi-shi, Chiba 274-8510, Japan
b School of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi-Shi, Chiba, 274-8510, Japan
c Chemical Analysis Center, Chiba University, 1-33 Yayoicho, Inage-ku, Chiba 263-8522, Japan
Abstract:A new AB2 type building block for synthesis of dendritic compounds is made starting from Michael addition of 2 equiv of 3-hydroxyacetophenone to acrylate, followed by decarboxylation and deprotection of either carboxyl or hydroxyl protecting groups. [G1]-[G4] dendrons and [G2] dendrimer were synthesized by the reiterative [hydrogenolysis then DCC/DPTS coupling] sequence using a combination of convergent and divergent growth methods.
Keywords:Polyester dendrimers   New AB2 building blocks   3-Hydroxyacetophenone   Michael reaction
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