Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers

Zsanett Benke, Melinda Nonn, Márton Kardos, Santos Fustero, L. Kiss

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Ring-opening metathesis (ROM) of various unsaturated, constrained bicyclic ring systems has been investigated with the use of commercial ruthenium-based catalysts. Starting from various cyclodienes, the corresponding derived bicyclic lactone, lactam, and isoxazoline derivatives were submitted to ROM under ethenolysis. These functionalized, strained bicyclic systems afforded novel highly-functionalized diolefinated heterocyclic scaffolds in ROM reactions with stereocontrol, through the conservation of the configuration of the stereogenic centers of the starting compounds.

Original languageEnglish
Pages (from-to)2698-2707
Number of pages10
JournalBeilstein Journal of Organic Chemistry
Volume14
DOIs
Publication statusPublished - Oct 24 2018

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Lactams
Ruthenium
Lactones
Scaffolds
Conservation
Derivatives
Catalysts

Keywords

  • Functionalization
  • Heterocycles
  • Metathesis
  • Ring opening
  • Stereogenic centers

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers. / Benke, Zsanett; Nonn, Melinda; Kardos, Márton; Fustero, Santos; Kiss, L.

In: Beilstein Journal of Organic Chemistry, Vol. 14, 24.10.2018, p. 2698-2707.

Research output: Contribution to journalArticle

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