An Insight into Substrate-Dependent Fluorination of some Highly Substituted Alicyclic Scaffolds

L. Kiss, Ágnes Petrovszki, Csaba Vass, Melinda Nonn, Reijo Sillanpää, Matti Haukka, Santos Fustero, F. Fülöp

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The substrate-dependent fluorination of some highly-functionalized cyclopentane derivatives with multiple chiral centers has been investigated. The key steps of the stereocontrolled syntheses are the oxidative cleavage of the ring carbon–carbon double bond of readily available diexo or diendo norbornene β-amino acid derivatives followed by transformation of the resulted dialdehyde stereoisomers by reduction. Finally, substrate-directable chemodifferentiation of different types of hydroxy groups under fluorination procedures gave various densely functionalized alicyclic derivatives or heterocycles.

Original languageEnglish
Pages (from-to)3049-3052
Number of pages4
JournalChemistrySelect
Volume2
Issue number10
DOIs
Publication statusPublished - Jan 1 2017

Fingerprint

Fluorination
Scaffolds
Derivatives
Substrates
Cyclopentanes
Stereoisomerism
Amino Acids

Keywords

  • amino acids
  • cyclization
  • fluorine
  • heterocycles
  • lactones

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

An Insight into Substrate-Dependent Fluorination of some Highly Substituted Alicyclic Scaffolds. / Kiss, L.; Petrovszki, Ágnes; Vass, Csaba; Nonn, Melinda; Sillanpää, Reijo; Haukka, Matti; Fustero, Santos; Fülöp, F.

In: ChemistrySelect, Vol. 2, No. 10, 01.01.2017, p. 3049-3052.

Research output: Contribution to journalArticle

Kiss, L, Petrovszki, Á, Vass, C, Nonn, M, Sillanpää, R, Haukka, M, Fustero, S & Fülöp, F 2017, 'An Insight into Substrate-Dependent Fluorination of some Highly Substituted Alicyclic Scaffolds', ChemistrySelect, vol. 2, no. 10, pp. 3049-3052. https://doi.org/10.1002/slct.201700403
Kiss, L. ; Petrovszki, Ágnes ; Vass, Csaba ; Nonn, Melinda ; Sillanpää, Reijo ; Haukka, Matti ; Fustero, Santos ; Fülöp, F. / An Insight into Substrate-Dependent Fluorination of some Highly Substituted Alicyclic Scaffolds. In: ChemistrySelect. 2017 ; Vol. 2, No. 10. pp. 3049-3052.
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