85359-50-8Relevant academic research and scientific papers
Catalytic Asymmetric Acyloin Rearrangements of α-Ketols, α-Hydroxy Aldehydes, and α-Iminols by N, N′-Dioxide-Metal Complexes
Dai, Li,Li, Xiangqiang,Zeng, Zi,Dong, Shunxi,Zhou, Yuqiao,Liu, Xiaohua,Feng, Xiaoming
supporting information, p. 5041 - 5045 (2020/07/03)
A highly enantioselective acyloin rearrangement of cyclic α-ketols has been developed with a chiral Al(III)-N,N′-dioxide complex as catalyst. This strategy provided an array of optically active 2-acyl-2-hydroxy cyclohexanones in moderate to good yields with high enantioselectivities. The asymmetric isomerizations of acyclic α-hydroxy aldehydes and α-iminols were achieved as well under modified conditions, affording the corresponding chiral α-hydroxy ketones and α-amino ketones in moderate results. Moreover, further transformations of product to enantioenriched diols were carried out.
Direct catalytic asymmetric three-component Kabachnik-fields reaction
Cheng, Xu,Goddard, Richard,Buth, Gernot,List, Benjamin
supporting information; experimental part, p. 5079 - 5081 (2009/03/11)
(Chemical Equation Presented) As mimics of α-amino acids, α-amino phosphonates have great promise as antibacterial and anti-HIV agents as well as protease inhibitors. Racemic α-branched aldehydes react, in the presence the new chiral phosphoric acid catalyst 1, directly with p-anisidine (PMPNH2) and a phosphite to furnish β-branched α-amino phosphonates highly diastereoselectively and enantioselectively. Anth = anthracenyl.
A new efficient and selective synthesis of ketones from alkanes or cycloalkanes, CO, and silanes in the presence of aprotic superacids
Akhrem,Churilova,Orlinkov,Afanas'eva,Vitt,Petrovskii
, p. 918 - 923 (2007/10/03)
A new approach to the direct synthesis of ketones from alkanes or cycloalkanes (RH), CO, and silanes is proposed. Ketones were obtained in 50-97% yields from propane, butane, cyclopentane, cyclohexane, and methylcyclopentane on treatment with CO and silanes (Me4Si, Et4Si, or m-and p-XC6H4SiMe3, where X = Cl, Me, OMe) in the presence of CX4 · 2AlBr3 (X = Br, Cl) superacids at 0 °C. The reactions with m-and p-XC6H4SiMe3 (X = Cl, Me) occur regioselectively to give m-ketones from m-silanes and p-ketones from p-silanes. However, the only product, p-MeOC6H4COR, is formed both from m-and p-MeOC6H4SiMe3. The reaction of Cyclo-C5H9CO+ with BzSiMe3 results in an organosilicon ketone, Me3SiCH2QH4COC5H9, while in the presence of an excess of an acylating system (after alcoholysis), Me2Si(OR′)CH2C6H4COR is formed.
Reactions of Carboxylic Acid Chlorides with Cyclic Hydrocarbons under the Influence of Ionizing Radiation
Fischer, Christian-Herbert,Podgurski, Sabine
, p. 500 - 508 (2007/10/02)
Under the influence of ionizing radiation on carboxylic acid chlorides/cycloalkane solutions, acylcycloalkanes are formed besides the related aldehydes and bicycloalkanes.The reaction is studied thoroughly for the benzoyl chloride/cyclohexane system.A kinetic scheme is proposed in which ionisation of the hydrocarbon and the subsequent reactions of the cations and electrons are the primary steps.In particular, acyl radicals are postulated as intermediates.The preparative applicability of the reaction is discussed. (3-Methylbenzoyl)cyclopentane is prepared from 3-methylbenzoyl chloride/cyclopentane and propionylcyclooctane from propionyl chloride/cyclooctane.
