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Synthesis 2000; 2000(10): 1435-1438
DOI: 10.1055/s-2000-7105
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One-Step Coupling of Tris(hydroxymethyl)aminomethane to Aliphatic and Aromatic Carboxylic Acids

Ignacio Villanueva* , Bernadette Hernandez, Virginia Chang, Michael D. Heagy
  • *Department of Chemistry, New Mexico Institute of Mining & Technology, Socorro, New Mexico 87801, USA; Fax + 1(505)8 35 53 64; E-mail: mheagy@nmt.edu
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Publication History

Publication Date:
31 December 2000 (online)

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A convenient and general method was established to append tri-, hexa-, and nonadentate ligands about an aromatic or aliphatic core. This approach allows a variety of commercially available carboxylic acids to be transformed to their N-tris(hydroxymethyl)methylcarboxamides in one step. The selective activation of the acid functionality to form the polyhydroxylated dendritic cores has been achieved using the acyl transfer agent N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ).

carboxylic acids - dendrimers - coupling - amides - ligands

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