22347-47-3Relevant articles and documents
Au NPs@ polystyrene resin for mild and selective aerobic oxidation of 1,4 dioxane to 1,4 dioxan-2-ol
Sharma, Anuj S.,Kaur, Harjinder
, p. 56 - 59 (2017)
Supported gold nanoparticles of sizes 5–8 nm have been found as highly efficient catalyst for the oxidation of 1,4 dioxane, a saturated ether, using elemental oxygen at low temperature. GC–MS analysis of the reaction mixture showed > 85% conversion of 1,4 dioxane with a TON of 1120 h? 1 to 1,4 dioxan-2-ol with 90% selectivity. 1,4 Dioxan-2-one was obtained as the major byproduct along with traces of acetic acid and methoxy dioxalane. The catalyst displayed excellent stability and recyclability. TEM analysis of reused catalyst indicated that there was no significant change in the size, shape and morphology of gold nanoparticles.
Production of Hydroxy Acids: Selective Double Oxidation of Diols by Flavoprotein Alcohol Oxidase
Fraaije, Marco W.,Martin, Caterina,Trajkovic, Milos
, p. 4869 - 4872 (2020/02/11)
Flavoprotein oxidases can catalyze oxidations of alcohols and amines by merely using molecular oxygen as the oxidant, making this class of enzymes appealing for biocatalysis. The FAD-containing (FAD=flavin adenine dinucleotide) alcohol oxidase from P. chrysosporium facilitated double and triple oxidations for a range of aliphatic diols. Interestingly, depending on the diol substrate, these reactions result in formation of either lactones or hydroxy acids. For example, diethylene glycol could be selectively and fully converted into 2-(2-hydroxyethoxy)acetic acid. Such a facile cofactor-independent biocatalytic route towards hydroxy acids opens up new avenues for the preparation of polyester building blocks.
Flavin Nitroalkane Oxidase Mimics Compatibility with NOx/TEMPO Catalysis: Aerobic Oxidization of Alcohols, Diols, and Ethers
Thapa, Pawan,Hazoor, Shan,Chouhan, Bikash,Vuong, Thanh Thuy,Foss, Frank W.
, p. 9096 - 9105 (2020/08/14)
Biomimetic flavin organocatalysts oxidize nitromethane to formaldehyde and NOx - providing a relatively nontoxic, noncaustic, and inexpensive source for catalytic NO2 for aerobic TEMPO oxidations of alcohols, diols, and ethers. Alcohols were oxidized to aldehydes or ketones, cyclic ethers to esters, and terminal diols to lactones. In situ trapping of NOx and formaldehyde suggest an oxidative Nef process reminiscent of flavoprotein nitroalkane oxidase reactivity, which is achieved by relatively stable 1,10-bridged flavins. The metal-free flavin/NOx/TEMPO catalytic cycles are uniquely compatible, especially compared to other Nef and NOx-generating processes, and reveal selectivity over flavin-catalyzed sulfoxide formation. Aliphatic ethers were oxidized by this method, as demonstrated by the conversion of (-)-ambroxide to (+)-sclareolide.
Copper-catalyzed, stereoconvergent,: Cis -diastereoselective borylative cyclization of ω -mesylate- α, β -unsaturated esters and ketones
Zuo, Ya-Jie,Chang, Xiao-Tong,Hao, Zhi-Ming,Zhong, Chong-Min
supporting information, p. 6323 - 6327 (2017/08/10)
The Cu(i)-catalyzed stereoconvergent borylative cyclization of ω-mesylate-α,β-unsaturated compounds is facilitated by a simple Cu-bisphosphine catalyst. This reaction provides a novel route to cis-β-boron-substituted five- and six-membered carbocycle and heterocycle esters. Mechanistic studies indicate that stereoconvergence and cis-substitution likely stem from the rapid enolation of the borylcopper adduct with the substrate double bond and the formation of a five-membered intermediate, respectively.
