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Scientific article
English

Regio- and Enantioselective Allylation of Phenols via Decarboxylative Allylic Etherification of Allyl Aryl Carbonates Catalyzed by (Cyclopentadienyl)ruthenium(II) Complexes and Pyridine-Hydrazone Ligands

Published inAdvanced synthesis & catalysis, vol. 357, no. 14-15, p. 3325-3331
Publication date2015
Abstract

(Cyclopentadienyl)tris(acetonitrile)ruthenium hexafluorophosphate [CpRu(CH3CN)3][PF6] in combination with pyridine-hydrazone ligands efficiently catalyzes the asymmetric decarboxylative allylic rearrangement of allyl aryl carbonates. Formation of C[BOND]O bonds with high regio- and enantioselectivity ratios (up to 95:5 and 98% ee) is obtained. Good stereocontrol of the pseudotetrahedral geometry of the CpRu moiety is achieved by the hydrazone ligand and its “electron-poor” nature is evidenced through the epimerization of the hexacoordinated TRISPHAT-N anion.

Keywords
  • Allylic compounds
  • Enantioselective catalysis
  • Etherification
  • Ruthenium catalysts
Research group
Citation (ISO format)
EGGER, Leo et al. Regio- and Enantioselective Allylation of Phenols <i>via</i> Decarboxylative Allylic Etherification of Allyl Aryl Carbonates Catalyzed by (Cyclopentadienyl)ruthenium(II) Complexes and Pyridine-Hydrazone Ligands. In: Advanced synthesis & catalysis, 2015, vol. 357, n° 14-15, p. 3325–3331. doi: 10.1002/adsc.201500534
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ISSN of the journal1615-4150
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