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Title

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

Authors
Monge, David
Ros, Abel
Fernández, Rosario
Lassaletta, José M.
Published in Advanced Synthesis and Catalysis. 2015, vol. 357, no. 14-15, p. 3325-3331
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 compoundsEnantioselective catalysisEtherificationRuthenium catalysts
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Research group Groupe Lacour
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EGGER, Leo et al. Regio- and Enantioselective Allylation of Phenols via Decarboxylative Allylic Etherification of Allyl Aryl Carbonates Catalyzed by (Cyclopentadienyl)ruthenium(II) Complexes and Pyridine-Hydrazone Ligands. In: Advanced Synthesis and Catalysis, 2015, vol. 357, n° 14-15, p. 3325-3331. doi: 10.1002/adsc.201500534 https://archive-ouverte.unige.ch/unige:76514

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Deposited on : 2015-10-26

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