USE OF HYPERVALENT IODINE IN THE SYNTHESIS OF ISOMERIC DIHYDROOXAZOLES

Authors

  • Claudia Carlucci Flow Chemistry and Microreactor Technology Laboratory (FLAME-Lab), Department of Pharmacy – Pharmaceutical Sciences, University of Bari Aldo Moro, Via E. Orabona 4, Bari 70125
  • Arianna Tota Flow Chemistry and Microreactor Technology Laboratory (FLAME-Lab), Department of Pharmacy – Pharmaceutical Sciences, University of Bari Aldo Moro, Via E. Orabona 4, Bari 70125
  • Marco Colella Flow Chemistry and Microreactor Technology Laboratory (FLAME-Lab), Department of Pharmacy – Pharmaceutical Sciences, University of Bari Aldo Moro, Via E. Orabona 4, Bari 70125
  • Giuseppe Romanazzi DICATECh, Politecnico di Bari, Via E. Orabona 4, Bari 70125
  • Guy J. Clarkson Department of Chemistry, University of Warwick, Gibbet Hill Road, Coventry CV4 7AL
  • Renzo Luisi Flow Chemistry and Microreactor Technology Laboratory (FLAME-Lab), Department of Pharmacy – Pharmaceutical Sciences, University of Bari Aldo Moro, Via E. Orabona 4, Bari 70125
  • Leonardo Degennaro Flow Chemistry and Microreactor Technology Laboratory (FLAME-Lab), Department of Pharmacy – Pharmaceutical Sciences, University of Bari Aldo Moro, Via E. Orabona 4, Bari 70125

DOI:

https://doi.org/10.1007/4436

Keywords:

hypervalent iodine, 2-oxazolines, 3-oxazolines, NMR studies, stereoselective synthesis

Abstract

A convenient synthesis of 2- and/or 3-oxazolines has been developed depending on the structure and stereochemistry of the starting amino alcohol. PhI(OAc)2 acted as oxidant on the intermediate imine, as supported by NMR investigation. The findings demonstrate a new route providing access to unusual 3-oxazolines.

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Published

2018-06-05

Issue

Vol. 54 No. 4 (2018): Stereoselective synthesis of heterocyclic compounds

Section

Original Papers