Palladium-catalyzed stereoselective domino arylation-acylation: an entry to chiral tetrahydrofluorenone scaffolds

Petter Dunås, Andrew J. Paterson, Gabriele Kociok-Köhn, Martin Rahm, Simon E. Lewis, Nina Kann

Research output: Contribution to journalArticlepeer-review

Abstract

A palladium-catalyzed domino arylation-cyclization of biocatalytically derived cyclic 1,3-dienes is demonstrated. The reaction introduces a high degree of structural complexity in a single step, giving access to tricyclic tetrahydrofluorenones with full regio- and stereoselectivity. The transformation proceeds through a novel acylation-terminated Heck-type sequence, and quantum chemical calculations indicate that C-H activation is involved in the terminating acylation step.

Original languageEnglish
Pages (from-to)6518-6521
Number of pages4
JournalChemical Communications
Volume57
Issue number53
Early online date2 Jun 2021
DOIs
Publication statusPublished - 7 Jul 2021

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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