50727-94-1Relevant articles and documents
Oxidovanadium(IV) complexes of 3-hydroxy-4-pyrone and 3-hydroxy-4- pyridinone ligands: A new generation of homogeneous catalysts for the epoxidation of geraniol
Pereira, Clara,Leite, Andreia,Nunes, Ana,Rebelo, Susana L. H.,Rangel, Maria,Freire, Cristina
, p. 98 - 104 (2010)
A novel generation of homogeneous catalysts for the epoxidation of geraniol, in the presence of tert-butyl hydroperoxide oxidant is reported. Oxidovanadium(IV) complexes of 3-hydroxy-4-pyrone and 3-hydroxy-4-pyridinone ligands exhibit excellent activity and selectivity towards the 2,3-epoxygeraniol product, only differing in the reaction times and turnover frequencies. The pyrone based complexes are the most efficient catalysts showing performances similar to that of the well known oxidovanadium(IV) acetylacetonate catalyst. Graphical abstract: [Figure not available: see fulltext.]
Photo-Oxidation of 2-(2-Furyl)-1,3-Dicarbonyl Compounds
Antonioletti, R.,Bonadies, F.,Pesci, S.,Scettri, A.
, p. 3947 - 3948 (1992)
A very efficient photo-sensitized oxidation of 2-(2-furyl)-1,3-dicarbonyl compounds 1 afford directly hydroperoxides 2 in stereoselective way.Compounds 2, easily isolated, can be conveniently employed in a selective epoxidation of trisubstituted allylic alcohols by a Sharpless-type procedure.
Klein,E. et al.
, p. 2025 - 2035 (1964)
Opposite Regioselectivity in the Epoxidation of Geraniol and Linalool with Molybdenum and Tungsten Peroxo Complexes
Arcoria, Antonino,Ballistreri, Francesco Paolo,Tomaselli, Gaetano Andrea,Furia, Fulvio Di,Modene, Giorgio
, p. 2374 - 2376 (1986)
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Total Synthesis of Kadcoccinic Acid A Trimethyl Ester
Gholami, Hadi,Trost, Barry M.,Zell, Daniel,Zhang, Guoting
supporting information, p. 12286 - 12293 (2021/08/20)
The first total synthesis of the trimethyl ester of kadcoccinic acid A is described. The central structural element of our synthesis is a cyclopentenone motif that allows the assembly of the natural product skeleton. A gold(I)-catalyzed cyclization of an enynyl acetate led to efficient construction of the cyclopentenone scaffold. In this step, optimization studies revealed that the stereochemistry of the enynyl acetate dictates regioisomeric cyclopentenone formation. The synthesis further highlights an efficient copper-mediated conjugate addition, merged with a gold(I)-catalyzed Conia-ene reaction to connect the two fragments, thereby forging the D-ring of the natural product. The synthetic strategy reported herein can provide a general platform to access the skeleton of other members of this family of natural products.
Dysprosium-doped zinc tungstate nanospheres as highly efficient heterogeneous catalysts in green oxidation of terpenic alcohols with hydrogen peroxide
Batalha, Daniel Carreira,Mesquita Borges, Kellen Cristina,de Fátima Gon?alves, Rosana,de Matos Rodrigues, Murillo Henrique,Godinho, Mário Júnior,Fajardo, Humberto Vieira,de Oliveira Bruziquesi, Carlos Giovani,da Silva, Márcio José
, p. 6661 - 6670 (2021/04/22)
A green route to oxidize terpenic alcohols (nerol and geraniol) with H2O2over a solid catalyst was developed. The Dy-doped ZnWO4catalyst was synthesized by coprecipitation and microwave-assisted hydrothermal heating, containing different dysprosium loads. All the catalysts were characterized through infrared spectroscopy, powder X-ray diffraction, surface area and porosimetry, transmission electronic microscopy image, andn-butylamine potentiometric titration analyses. The influence of main reaction parameters such as temperature, the stoichiometry of reactants, loads, and catalyst nature was assessed. ZnWO42.0 mol% Dy was the most active catalyst achieving the highest conversion (98%) and epoxide selectivity (78%) in nerol oxidation. The reaction scope was extended to other terpenic alcohols (i.e., geraniol, borneol, and α-terpineol). The highest activity of ZnWO42.0 mol% Dy was assigned to the lower crystallite size, higher surface area and pore volume, higher acidity strength and the greatest dysprosium load.
Proton-accelerated Lewis acid catalysis for stereo- And regioselective isomerization of epoxides to allylic alcohols
Baba, Misako,Hayashi, Satoshi,Hirabe, Rina,Noji, Masahiro,Takanami, Toshikatsu
supporting information, p. 7104 - 7107 (2021/07/28)
The isomerization of epoxides to allylic alcohols was developedviaproton-accelerated Lewis acid catalysis. The addition oftBuOH as a proton source is the key to the efficient catalytic cycle. Trisubstituted epoxides, including enantioenriched derivatives, were selectively converted to secondary-allylic alcohols without loss of enantiopurity.
