Synthesis of functionalized bicyclic triazoles from chiral aziridines

Min Sung Kim, Hyo Jae Yoon, Baeck Kyong Lee, Ji Hyun Kwon, Won Koo Lee, Yongeun Kim, Hyun Joon Ha

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18 Citations (Scopus)

Abstract

Enantiomerically pure 3-substituted-5-amino-4-hydroxy-5,6-dihydro-4H- pyrrolo[1,2-c][1,2,3]triazoles were synthesized efficiently from the sequential reactions including a regioselective ring-opening of 1-aziridine-2-y1- propargylic alcohols by azidotrimethylsilane and the subsequent intramolecular 1,3-dipolar cycloaddition between alkyne and azide.

Original languageEnglish
Pages (from-to)2187-2190
Number of pages4
JournalSynlett
Issue number14
DOIs
Publication statusPublished - 2005 Sep 2

Keywords

  • Alkyne
  • Azide
  • Aziridine
  • Cycloaddition
  • Triazole

ASJC Scopus subject areas

  • Organic Chemistry

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    Kim, M. S., Yoon, H. J., Lee, B. K., Kwon, J. H., Lee, W. K., Kim, Y., & Ha, H. J. (2005). Synthesis of functionalized bicyclic triazoles from chiral aziridines. Synlett, (14), 2187-2190. https://doi.org/10.1055/s-2005-871974