Olefin-Bond Chemodifferentiation through Cross-Metathesis Reactions: A Stereocontrolled Approach to Functionalized β2,3-Amino Acid Derivatives

Márton Kardos, L. Kiss, Matti Haukka, Santos Fustero, F. Fülöp

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Substituted cyclopentanes or tetrahydrofurans bearing two vinyl groups have been investigated in cross-metathesis reactions to explore chemodiscrimination of the two olefin bonds. The syntheses consisted of ring opening of constrained unsaturated β-lactams or bicyclic β-amino acids, followed by cross-metathesis to test the chemodifferentiation of the divinyl-substituted azetidinones or β-amino esters in the presence of various ruthenium-based catalysts.

Original languageEnglish
Pages (from-to)1894-1901
Number of pages8
JournalEuropean Journal of Organic Chemistry
Volume2017
Issue number14
DOIs
Publication statusPublished - Jan 1 2017

Fingerprint

Bearings (structural)
Furans
Cyclopentanes
Lactams
Ruthenium
metathesis
Alkenes
alkenes
amino acids
Esters
Derivatives
Amino Acids
Catalysts
tetrahydrofuran
ruthenium
esters
catalysts
rings
synthesis
1,3-butadiene

Keywords

  • Alkenes
  • Chemoselectivity
  • Hydrogen bonds
  • Metathesis
  • Oxygen heterocycles
  • Regioselectivity

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Olefin-Bond Chemodifferentiation through Cross-Metathesis Reactions : A Stereocontrolled Approach to Functionalized β2,3-Amino Acid Derivatives. / Kardos, Márton; Kiss, L.; Haukka, Matti; Fustero, Santos; Fülöp, F.

In: European Journal of Organic Chemistry, Vol. 2017, No. 14, 01.01.2017, p. 1894-1901.

Research output: Contribution to journalArticle

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