7507-45-1Relevant academic research and scientific papers
Imine reduction with me2s-bh3
Kamal, Mohammad M.,Liu, Zhizhou,Vidovi?, Dragoslav,Zhai, Siyuan
, (2021/09/13)
Although there exists a variety of different catalysts for hydroboration of organic substrates such as aldehydes, ketones, imines, nitriles etc., recent evidence suggests that tetra-coordinate borohydride species, formed by activation, redistribution, or decomposition of boron reagents, are the true hydride donors. We then proposed that Me2S-BH3 could also act as a hydride donor for the reduction of various imines, as similar compounds have been observed to reduce carbonyl substrates. This boron reagent was shown to be an effective and chemoselective hydroboration reagent for a wide variety of imines.
Catalysts, ligands and use thereof
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Page/Page column 32; 33, (2017/05/17)
According to the present invention, there is provided a catalytic complex comprising a metal, one or more ligands and one or more counterions, wherein said one or more ligands include a non-racemic chiral ligand and wherein said one or more counterions include a triflimide counterion. Also provided are methods of making said catalytic complex and processes for producing chiral compounds which involve the use of said catalytic complex. In addition, the present invention provides compounds of the formula (2) as defined herein. The compounds of formula (2) may be useful as ligands in catalytic complexes.
Phosphoramidite Ligands Based on Simple 1,2-Diols: Synthesis, Use in Copper-Catalyzed Asymmetric Additions, and Achirotopic Stereogenic Phosphorus Centres
Mistry, Nisha,Fletcher, Stephen P.
supporting information, p. 2489 - 2496 (2016/08/16)
Phosphoramidite ligands are widely used in catalysis and normally constructed from large C2-symmetrical diols such as BINOL or TADDOL. We report here on new ligands based on a set of simple diols that had been previously overlooked. Ligands based on (S,S)-trans-cyclohexanediol and (R,R)-(+)-1,2-diphenyl-1,2-ethanediol, in combination with both chiral and achiral amines, were tested in 3 different copper-catalyzed asymmetric reactions and up to 89% ee was observed. A different ligand gave the best results in each reaction examined. Using meso-cis-cyclohexanediol and meso-cis-diphenyl-1,2-ethanediol with a chiral non-racemic amine gave diastereomeric ligands bearing achirotopic stereogenic phosphorus atoms which were characterized with the assistance of X-ray crystallography and variable temperature NMR studies. This work provides a new set of ligands that may be useful in some asymmetric reactions when phosphoramidites based on BINOL and TADDOL are ineffective. We also identify a novel stereochemical feature of phosphoramidites that may be useful in asymmetric catalysis and ligand design. (Figure presented.).
Enantioselective copper(I)-phosphoramidite catalyzed addition of alkylzirconium species to acyclic enones
Roth, Philippe M. C.,Fletcher, Stephen P.
supporting information, p. 912 - 915 (2015/03/30)
Catalytic asymmetric conjugate addition reactions of alkylzirconium species to acyclic enones are reported. The alkylzirconium nucleophiles are generated in situ by hydrozirconation of alkenes with the Schwartz reagent. The reaction proceeds under mild and convenient conditions. A variety of functionalized nucleophiles can be used, and the method tolerates some variation in enone scope. The method uses a new chiral nonracemic phosphoramidite ligand in a complex with copper triflate.
Formation of quaternary centers by copper-catalyzed asymmetric conjugate addition of alkylzirconium reagents
Sidera, Mireia,Roth, Philippe M. C.,Maksymowicz, Rebecca M.,Fletcher, Stephen P.
supporting information, p. 7995 - 7999 (2013/08/23)
Pure and simple: Alkylzirconocenes generated in situ from simple alkenes are used in highly enantioselective copper-catalyzed 1,4-addition reactions to trisubstituted cyclic enones to generate quaternary centers. These reactions operate at room temperature under a range of conditions and tolerate many functional groups. Cp=cyclopentadienyl, Tf=trifluoromethanesulfonyl. Copyright
Design, Synthesis, and Evaluation of 5′-Diphenyl Nucleoside Analogues as Inhibitors of the Plasmodium falciparum dUTPase
Hampton, Shahienaz E.,Baragana, Beatriz,Schipani, Alessandro,Bosch-Navarrete, Cristina,Musso-Buendia, J. Alexander,Recio, Eliseo,Kaiser, Marcel,Whittingham, Jean L.,Roberts, Shirley M.,Shevtsov, Mikhail,Brannigan, James A.,Kahnberg, Pia,Brun, Reto,Wilson, Keith S.,Gonzalez-Pacanowska, Dolores,Johansson, Nils Gunnar,Gilbert, Ian H.
experimental part, p. 1816 - 1831 (2012/07/03)
Deoxyuridine 5′-triphosphate nucleotidohydrolase (dUTPase) is a potential drug target for malaria. We previously reported some 5′-tritylated deoxyuridine analogues (both cyclic and acyclic) as selective inhibitors of the Plasmodium falciparum dUTPase. Mod
Lewis acid catalyzed asymmetric halohydrin reactions of chiral α,β-unsaturated carboxylic acid derivatives with N-halosuccinimide (NXS) as the halogen source
Hajra, Saumen,Bhowmick, Manishabrata,Karmakar, Ananta
, p. 3073 - 3077 (2007/10/03)
Lewis acid catalyzed asymmetric halohydrin reactions-(halohydroxylation as well as halomethoxylation) of chiral α,β-unsaturated carboxylic acid derivatives were performed using N-halosuccinimide (NXS; X = Br, I) as the halogen source. Regio- and anti-sele
