| Abstract
| - We recently developed a new class of oligomers that contain α-amino acid residues linked by 1,2,3-triazole groups [Angelo, N. G.; Arora, P. S. J. Am. Chem. Soc.2005,127, 17134−17135]. Synthesis ofthese oligomers involves an iterative sequence consisting of diazotransfer and Huisgen 1,3-dipolarcycloaddition steps. In this contribution, we describe an efficient one-pot, two-step sequence for thepreparation of triazoles from the corresponding amino acid-derived amines and alkynes in solution. Theone-pot sequence affords the desired products in significantly higher yields than our original method.We also outline a highly effective protocol for the synthesis of these triazole-based biomimetic oligomerson the solid phase. We find that amino acid derivatives and iterative formation of triazole rings requirenontraditional reaction conditions for high yields.
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