143589-34-8Relevant academic research and scientific papers
Saegusa Oxidation of Enol Ethers at Extremely Low Pd-Catalyst Loadings under Ligand-free and Aqueous Conditions: Insight into the Pd(II)/Cu(II)-Catalyst System
Zhu, Quan,Luo, Yunsong,Guo, Yongyan,Zhang, Yushun,Tao, Yunhai
, p. 5463 - 5476 (2021/05/05)
A highly efficient and practical Pd(II)/Cu(OAc)2-catalyst system of Saegusa oxidation, which converts enol ethers to the corresponding enals with a number of diverse substrates at extremely low catalyst loadings (500 mol ppm) under ligand-free and aqueous conditions, is described. Its synthetic utility was demonstrated by large-scale applications of the catalyst system to important nature molecules. This work allows Saegusa oxidation to become a highly practical approach to preparing enals and also suggests new insight into the Pd(II)/Cu(II)-catalyst system for dehydrogenation of carbonyl compounds and decreasing Pd-catalyst loadings.
Method for preparing olefine aldehyde through catalytic oxidation of enol ether
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Paragraph 0082-0086; 0088, (2021/06/23)
The invention relates to the technical field of olefine aldehyde preparation, and provides a method for preparing olefine aldehyde through catalytic oxidation of enol ether. According to the invention, a palladium catalyst, a copper salt, a solvent and enol ether are mixed and subjected to a catalytic oxidation reaction to obtain olefine aldehyde. According to the method, the copper salt is used as the oxidizing agent, the mixed solvent of water and acetonitrile is used as the reaction solvent, and the volume ratio of water to acetonitrile in the mixed solvent is controlled to be (3-7): (3-7), so that the catalytic oxidation reaction can be smoothly carried out in the mixed solvent with a specific ratio, and the generation of palladium black precipitate can be avoided. The method provided by the invention has the advantages of simple steps, low reagent cost, no need of dangerous reagents, wide substrate adaptability and small catalyst dosage. Furthermore, octadecane mercaptan is added to promote the catalytic oxidation reaction, and when the dosage of the palladium catalyst is extremely low, the olefine aldehyde yield can be greatly increased by adding octadecane mercaptan.
Palladium-catalyzed reactions of enol ethers: Access to enals, furans, and dihydrofurans
Lauer, Matthew G.,Henderson, William H.,Awad, Amneh,Stambuli, James P.
, p. 6000 - 6003 (2013/02/25)
The palladium-catalyzed oxidation of alkyl enol ethers to enals, which employs low loadings of a palladium catalyst, is described. The mild oxidation conditions tolerate a diverse array of functional groups, while allowing the formation of di-, tri-, and tetrasubtituted olefins. The application of this methodology to intramolecular reactions of alkyl enol ethers containing pendant alcohols provides furan and 2,5-dihydrofuran products.
Self-cyclization of (E)-2-(trimethylsilylmethyl)pentadienol derivative. Synthesis of bicyclo[4.3.0]nonane ring systems
Kuroda, Chiaki,Okada, Masatoshi,Shinozaki, Shinya,Suzuki, Hideyuki
, p. 726 - 730 (2007/10/03)
Utility and limitation of the title reaction was studied. When (E)-3-(4-t-butyl- and 4-phenylcyclohex-1-en-1-yl)-2-(trimethylsilylmethyl)prop- 2-en-1-ols were treated with Ms2O or MsCl, 3-t-butyl- and 3-phenyl-8-methylbicyclo[4.3.0]nona-1(6),7-
