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Chemistry of Heterocyclic Compounds

, Volume 15, Issue 3, pp 273–276 | Cite as

Reaction of aziridines with acetylenic γ-hydroxy aldehydes

  • A. V. Eremeev
  • D. A. Tikhomirov
  • Yu. V. Shubina
Article
  • 33 Downloads

Abstract

The corresponding acetylenic aziridino hydroxy carbinols were obtained by the reaction of aziridine, 2,2-dimethylaziridine, and methyl aziridine-2-carboxylate with 4-hydroxy-4-methylpent-2-yn-1-al and 3-(1-hydroxycyclohexyl)prop-2-yn-1-al. It is shown that the latter at room temperature undergo isomerization with time to 2-hydroxy-4-aziridino-5,5-dialkylduiydrofurans. The isomerization of acetylenic aziridinocarbinols, which includes an intermediate step involving retrodecomposition of the aziridino (hydroxy) carbinols to the starting aldehydes and aziridines, was investigated by dynamic NMR spectroscopy.

Keywords

Spectroscopy Methyl Organic Chemistry Aldehyde Intermediate Step 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • A. V. Eremeev
    • 1
  • D. A. Tikhomirov
    • 1
  • Yu. V. Shubina
    • 1
  1. 1.Institute of Organic SynthesisAcademy of Sciences of the Latvian SSRRiga

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