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

Autor:	Léo Egger, David Monge, Thierry Achard, Rosario Fernández, José M. Lassaletta, Cecilia Tortoreto, Abel Ros, Jérôme Lacour
Rok vydání:	2015
Předmět:	Allylic rearrangement 010405 organic chemistry Aryl Etherification Enantioselective synthesis chemistry.chemical_element General Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences 3. Good health Ruthenium chemistry.chemical_compound Ruthenium catalysts TRISPHAT chemistry Cyclopentadienyl complex Hexafluorophosphate ddc:540 Moiety Organic chemistry Allylic compounds Enantioselective catalysis
Zdroj:	Adv. Synth. Catal. Advanced Synthesis and Catalysis, Vol. 357, No 14-15 (2015) pp. 3325-3331
ISSN:	1615-4150
DOI:	10.1002/adsc.201500534
Popis:	(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.
Databáze:	OpenAIRE
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