53574-80-4Relevant academic research and scientific papers
Highly Enantioselective Hydrogenation of Amides via Dynamic Kinetic Resolution Under Low Pressure and Room Temperature
Rasu, Loorthuraja,John, Jeremy M.,Stephenson, Elanna,Endean, Riley,Kalapugama, Suneth,Clément, Roxanne,Bergens, Steven H.
supporting information, p. 3065 - 3071 (2017/03/11)
High-throughput screening and lab-scale optimization were combined to develop the catalytic system trans-RuCl2((S,S)-skewphos)((R,R)-dpen), 2-PrONa, and 2-PrOH. This system hydrogenates functionalized α-phenoxy and related amides at room temperature under 4 atm H2 pressure to give chiral alcohols with up to 99% yield and in greater than 99% enantiomeric excess via dynamic kinetic resolution.
An efficient catalyst for ring opening of epoxides with phenol and thiophenol under solvent-free conditions
Lu, Hong-Fei,Zhou, Jun-Tao,Cheng, He-Long,Sun, Lei-Lei,Yang, Fei-Fei,Wu, Run-Ze,Gao, Yu-Hua,Luo, Zhi-Bin
, p. 11174 - 11184 (2014/01/06)
An efficient and rapid procedure for ring opening reaction of various epoxides with phenol and thiophenol derivatives was developed. The procedure can be obtained at room temperature under solvent-free condition in presence of (C4H12N2)2[BiCl6] Cl·H2O (1 mol %). This catalyst can be reused several times without significant loss of activity.
HIGH REFRACTIVE INDEX (METH) ACRYLATES
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Page/Page column 13; 14, (2014/01/09)
Novel aromatic hydrophobic (meth)acrylte monomers of Formula I having high refractive index (more than 1.55) are provided herein. The present invention further provides efficient and improved process for the preparation of aromatic hydrophobic monomers of
In situ slow release of isocyanates: Synthesis and organocatalytic application of N-acylureas
Singh, Atul K.,Chawla, Ruchi,Yadav, Lal Dhar S.
, p. 5099 - 5102 (2013/09/02)
A novel, efficient, and operationally simple one-pot synthesis of both, symmetrical and unsymmetrical N-acylureas from carboxamides and in situ generated isocyanates (from N,N-dibromo-p-toluenesulfonamide) in the presence of a mild base at rt is reported. The protocol avoids the tedious isolation and purification steps of hazardous isocyanates. The first application of these acylureas to the catalysis through hydrogen bonding is also demonstrated.
ACC INHIBITORS AND USES THEREOF
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Paragraph 0439; 0444; 0445, (2013/05/22)
The present invention provides compounds useful as inhibitors of Acetyl CoA Carboxylase (ACC), compositions thereof, and methods of using the same.
Chiral epoxides via borane reduction of 2-haloketones catalyzed by spiroborate ester: Application to the synthesis of optically pure 1,2-hydroxy ethers and 1,2-azido alcohols
Huang, Kun,Wang, Haiyang,Stepanenko, Viatcheslav,De Jesus, Melvin,Torruellas, Carilyn,Correa, Wildeliz,Ortiz-Marciales, Margarita
supporting information; scheme or table, p. 1883 - 1886 (2011/06/20)
An enantioselective borane-mediated reduction of a variety of 2-haloketones with 10% spiroaminoborate ester 1 as catalyst is described. By a simple basic workup of 2-halohydrins, optically active epoxides are obtained in high yield and with excellent enantiopurity (up to 99% ee). Ring-opening of oxiranes with phenoxides or sodium azide is investigated under different reaction conditions affording nonracemic 1,2-hydroxy ethers and 1,2-azido alcohols with excellent enantioselectivity (99% ee) and in good to high chemical yield. 2011 American Chemical Society.
2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2- diazaphosphorine supported on polystyrene (PS-BEMP) as an efficient recoverable and reusable catalyst for the phenolysis of epoxides under solvent-free conditions
Zvagulis, Artis,Bonollo, Simona,Lanari, Daniela,Pizzo, Ferdinando,Vaccaro, Luigi
supporting information; scheme or table, p. 2489 - 2496 (2010/12/29)
2-tert-Butylimino-2-diethylamino-1,3-dimethylperhydro-1,3, 2-diazaphosphorine supported on polystyrene (PS-BEMP) is an efficient catalyst for the ring-opening of epoxides with phenols (1.0 equiv.). Excellent yields have been obtained and in most of the cases the final products have been isolated in pure form without any additional purification step. E-factors associated to this protocol are small and further improvements were obtained by setting a cyclic continuous-flow reactor operating under solvent-free conditions (SolFC) that allowed us to minimize waste and reduce the E-factor by 95% compared to batch conditions. In addition the representative synthesis of a 2,3-dihydrobenzo[1,4]dioxepin-5-one has been realized. Optimization of this process was achieved by setting up an automated multi-step continuous-flow reactor based on a phenolysis process and a subsequent lactonization by thermal treatment of the reaction mixture. 3-Phenoxymethyl-2,3-dihydrobenzo[e][1,4] dioxepin-5-one was isolated in pure form and on a multi-gram scale in a very satisfactory 86% overall yield and an E-factor of 1.47.
Erbium(III) triflate is a highly efficient catalyst for the synthesis of β-alkoxy alcohols, 1,2-diols and β-hydroxy sulfides by ring opening of epoxides
Dalpozzo, Renato,Nardi, Monica,Oliverio, Manuela,Paonessa, Rosina,Procopio, Antonio
experimental part, p. 3433 - 3438 (2010/02/28)
Chemo- and stereoselectivity in the ring-opening reaction of epoxides with erbium(III) triflate are described. Epoxides can be cleaved under neutral conditions with alcohols and thiols in the presence of catalytic amounts of Lewis acid, affording the corresponding β-alkoxy alcohols and β-hydroxy sulfides in high yields. In water, epoxide ring opening occurs to produce the corresponding diols in good yields.
An efficient catalyst-free regio- and stereoselective ring-opening of epoxides with phenoxides using polyethylene glycol as the reaction medium
Das, Biswanath,Krishnaiah, Maddeboina,Thirupathi, Ponnaboina,Laxminarayana, Keetha
, p. 4263 - 4265 (2008/02/12)
A catalyst-free regio- and stereoselective ring-opening of epoxides with phenoxides has been carried out efficiently using polyethylene glycol as the reaction medium to form the corresponding β-aryloxyalcohols in high yields at room temperature.
Hydrophobic amplification of noncovalent organocatalysis
Kleiner, Christian M.,Schreiner, Peter R.
, p. 4315 - 4317 (2007/10/03)
The effects of hydrogen-bonding organocatalysts and water for the acceleration of epoxide openings with a variety of nucleophiles are additive and lead to excellent yields of the catalyzed reactions in water. The Royal Society of Chemistry 2006.
