Efficient regio- and stereoselective access to novel fluorinated β-aminocyclohexanecarboxylates

Loránd Kiss, Melinda Nonn, Reijo Sillanpää, Santos Fustero, Ferenc Fülöp

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

A regio- and stereoselective method has been developed for the synthesis of novel fluorinated 2-aminocyclohexanecarboxylic acid derivatives with the fluorine attached to position 4 of the ring. The synthesis starts from either cis- or trans-β-aminocyclohex-4-enecarboxylic acids and involves regio- and stereoselective transformation of the ring C-C double bond through iodooxazine formation and hydroxylation, followed by hydroxy-fluorine or oxo-fluorine exchange.

Original languageEnglish
Pages (from-to)1164-1169
Number of pages6
JournalBeilstein Journal of Organic Chemistry
Volume9
DOIs
Publication statusPublished - Jun 17 2013

Keywords

  • Amino acids
  • Epoxidation
  • Fluorination
  • Hydroxylation
  • Stereoselective reaction

ASJC Scopus subject areas

  • Organic Chemistry

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