A stereocontrolled protocol to highly functionalized fluorinated scaffolds through a fluoride opening of oxiranes

Attila Márió Remete, Melinda Nonn, Santos Fustero, Ferenc Fülöp, Loránd Kiss

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

A novel selective and substrate-dependent synthetic protocol has been developed towards the synthesis of various fluorine-containing, highly functionalized cycloalkane derivatives. The method involves the stereoselective epoxidation of some unsaturated cyclic β-amino acid derivatives as model compounds, followed by a regioselective fluoride opening of oxiranes under various conditions with Deoxofluor and XtalFluor-E reagents, thereby offering an insight into this new epoxide opening methodology with fluoride.

Original languageEnglish
Article number1493
JournalMolecules
Volume21
Issue number11
DOIs
Publication statusPublished - Nov 1 2016

Keywords

  • Amino acids
  • Fluorination
  • Oxirane
  • Regioselectivity
  • Stereoselectivity

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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