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

Márton Kardos, Loránd Kiss, Matti Haukka, Santos Fustero, Ferenc Fülöp

Research output: Contribution to journalArticle

8 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

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Keywords

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

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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