Enantioselective Synthesis of 3-Heterosubstituted-2-amino-1-ols by Sequential Metal-Free Diene Aziridination/Kinetic Resolution

Irene Giménez-Nueno, Joan Guasch, Ignacio Funes-Ardoiz, Feliu Maseras, M. Isabel Matheu, Sergio Castillón, Yolanda Díaz

Research output: Contribution to journalArticleResearch

1 Citation (Scopus)

Abstract

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim A general protocol for the enantioselective synthesis of 3-heterosubstituted-2-amino-1-ols was developed based on metal- free intramolecular regio- and stereoselective diene aziridination and regioselective opening. Kinetic resolution of the resulting (1′-NR1R2 and 1′-SR)-4-oxazolidinones was performed using ABCs organocatalysts, expanding the application of this methodology.
Original languageEnglish
Pages (from-to)12628-12635
JournalChemistry - A European Journal
Volume25
DOIs
Publication statusPublished - 25 Sep 2019

Keywords

  • ABC catalysts
  • carbamates kinetic resolution
  • enantioselectivity
  • metal-free aziridination
  • organocatalysis
  • sphingosine analogues
  • vinylaziridines synthesis

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