Academic literature on the topic 'P-Stereogenic catalysts'

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Journal articles on the topic "P-Stereogenic catalysts"

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Błaszczyk, Jarosław, Bogdan Bujnicki, Patrycja Pokora-Sobczak, et al. "New Optically Active tert-Butylarylthiophosphinic Acids and Their Selenium Analogues as the Potential Synthons of Supramolecular Organometallic Complexes: Syntheses and Crystallographic Structure Determination." Molecules 28, no. 11 (2023): 4298. http://dx.doi.org/10.3390/molecules28114298.

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The aim of the research described in this publication is two-fold. The first is a detailed description of the synthesis of a series of compounds containing a stereogenic heteroatom, namely the optically active P-stereogenic derivatives of tert-butylarylphoshinic acids bearing sulfur or selenium. The second is a detailed discussion dedicated to the determination of their structures by an X-ray analysis. Such a determination is needed when considering optically active hetero-oxophosphoric acids as new chiral solvating agents, precursors of new chiral ionic liquids, or ligands in complexes servin
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Han, Zhengxu S., Hao Wu, Bo Qu, et al. "New class of P-stereogenic chiral Brønsted acid catalysts derived from chiral phosphinamides." Tetrahedron Letters 60, no. 28 (2019): 1834–37. http://dx.doi.org/10.1016/j.tetlet.2019.06.013.

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von Münchow, Tristan, Suman Dana, Yang Xu, Binbin Yuan, and Lutz Ackermann. "Enantioselective electrochemical cobalt-catalyzed aryl C–H activation reactions." Science 379, no. 6636 (2023): 1036–42. http://dx.doi.org/10.1126/science.adg2866.

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Enantioselective redox transformations typically rely on costly transition metals as catalysts and often stoichiometric amounts of chemical redox agents as well. Electrocatalysis represents a more sustainable alternative, in particular through the use of the hydrogen evolution reaction (HER) in place of a chemical oxidant. In this work, we describe strategies for HER-coupled enantioselective aryl carbon-hydrogen bond (C–H) activation reactions using cobalt in place of a precious metal catalyst for the asymmetric oxidation. Thus, highly enantioselective carbon-hydrogen and nitrogen-hydrogen (C–
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Császár, Zsófia, Mária Guóth, Margit Kovács, Attila C. Bényei, József Bakos, and Gergely Farkas. "Asymmetric Hydrogenation of Ketones by Simple Alkane-Diyl-Based Ir(P,N,O) Catalysts: A Comparative Study." Molecules 29, no. 16 (2024): 3743. http://dx.doi.org/10.3390/molecules29163743.

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The development of new chiral ligands with simple and modular structure represents a challenging direction in the design of efficient homogeneous transition metal catalysts. Herein, we report on the asymmetric hydrogenation of prochiral ketones catalyzed by the iridium complexes of simple alkane-diyl-based P,N,O-type chiral ligands with a highly modular structure. The role of (i) the P-N and N-O backbone in the potentially tridentate ligands, (ii) the number, position and relative configuration of their stereogenic elements and (iii) the effect of their NH and OH subunits on the activity and e
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Chan, Vincent S., Melanie Chiu, Robert G. Bergman, and F. Dean Toste. "Development of Ruthenium Catalysts for the Enantioselective Synthesis of P-Stereogenic Phosphines via Nucleophilic Phosphido Intermediates." Journal of the American Chemical Society 131, no. 16 (2009): 6021–32. http://dx.doi.org/10.1021/ja9014887.

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Gladiali, Serafino, Serenella Medici, Giovanna Pirri, Sonia Pulacchini, and Davide Fabbri. "BINAPS - An axially chiral P,S-heterodonor ligand for asymmetric catalysis based on binaphthalene backbone." Canadian Journal of Chemistry 79, no. 5-6 (2001): 670–78. http://dx.doi.org/10.1139/v01-041.

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The chelating P,S-heterodonor ligand 2-diphenylphosphanyl-1,1'-binaphthalene-2'-thiol (11) (BINAPS), which features a chiral axis as the unique stereogenic element, has been prepared in both racemic and enantiopure form through a multistep reaction sequence using 2,2'-dihydroxy-1,1'-binaphthalene (BINOL) as the starting material. The reaction sequence is completely stereoconservative and (S)-11 is obtained with no loss of enantiopurity from pure (S)-BINOL. (R)-11 can be alternatively obtained by resolution of racemic 11 using the chiral (S)-benzylaminato Pd(II)-complex 19 as the resolving agen
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Biosca, Maria, Ernest Salomó, Pol de la Cruz-Sánchez, et al. "Extending the Substrate Scope in the Hydrogenation of Unfunctionalized Tetrasubstituted Olefins with Ir-P Stereogenic Aminophosphine–Oxazoline Catalysts." Organic Letters 21, no. 3 (2019): 807–11. http://dx.doi.org/10.1021/acs.orglett.8b04084.

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Bagi, Péter, Réka Herbay, Gábor Györke, et al. "Preparation of Palladium(II) Complexes of 1-substituted-3-phospholene Ligands and their Evaluation as Catalysts in Hydroalkoxycarbonylation." Current Organic Chemistry 23, no. 25 (2020): 2873–79. http://dx.doi.org/10.2174/1385272823666191204151311.

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: A series of palladium(II) complexes incorporating 1-substituted-3-methyl-3- phospholenes as the P-ligands were prepared from phospholene oxides by deoxygenation followed by complexation with PdCl2(PhCN)2. The two 1-substituted-3-methyl-3- phospholene ligands were trans position to each other in the Pd(II)-complexes. As the ligands contain a P-stereogenic center, the Pd-complexes were obtained as a 1:1 mixture of two stereoisomers, the homochiral (R,R and S,S) and the meso (R,S) forms, when racemic starting materials were used. An optically active Pd-complex containing (R)-1-propyl- 3-phospho
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Huber, Raffael, Alessandro Passera, Erik Gubler, and Antonio Mezzetti. "P-Stereogenic PN(H)P Iron(II) Catalysts for the Asymmetric Hydrogenation of Ketones: The Importance of Non-Covalent Interactions in Rational Ligand Design by Computation." Advanced Synthesis & Catalysis 360, no. 15 (2018): 2900–2913. http://dx.doi.org/10.1002/adsc.201800433.

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Numan, Ahmed, and Matthew Brichacek. "Asymmetric Synthesis of Stereogenic Phosphorus P(V) Centers Using Chiral Nucleophilic Catalysis." Molecules 26, no. 12 (2021): 3661. http://dx.doi.org/10.3390/molecules26123661.

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Organophosphates have been widely used in agrochemistry, as reagents for organic synthesis, and in biochemistry. Phosphate mimics possessing four unique substituents, and thereby a chirality center, are useful in transition metal catalysis and as nucleotide therapeutics. The catalytic, stereocontrolled synthesis of phosphorus-stereogenic centers is challenging and traditionally depends on a resolution or use of stochiometric auxiliaries. Herein, enantioenriched phosphorus centers have been synthesized using chiral nucleophilic catalysis. Racemic H-phosphinate species were coupled with nucleoph
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Dissertations / Theses on the topic "P-Stereogenic catalysts"

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Salomó, i. Prat Ernest. "P-Stereogenic Intermediates and MaxPHOX ligands. Iridium Catalyzed Asymmetric Hydrogenations." Doctoral thesis, Universitat de Barcelona, 2018. http://hdl.handle.net/10803/663829.

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Asymmetric hydrogenation of double bonds by means of organometallic catalysis is a powerful tool for organic synthesis; it is an efficient and simple method to produce valued chiral compounds. Among the many different existing ligands, phosphorous ones have proven very useful for these procedures. The ligand plays a vital role in the catalysis, as the ligand’s chirality can transferred to the product. There is a wide range of P-based chiral ligands and can be classified in 3 groups depending on where the chirality lies; on the P unit, on the C-backbone or on both the P unit and the C-backbone.
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Doran, Seán. "The synthesis and application of bulky S-stereogenic and P- stereogenic chiral ligands." Doctoral thesis, Universitat de Barcelona, 2012. http://hdl.handle.net/10803/96997.

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This doctoral thesis was focused on the design and synthesis of novel chiral ligands for application in asymmetric catalysis. One of the best examples of asymmetric catalysis is the asymmetric hydrogenation reaction for its atom economy, ease of access to both S and R enantiomers and almost ultimate enantiomeric excess obtainable in a multitude of substrates. There has been much investigation into this reaction and there has been a plethora of chiral ligands designed which catalyze this reaction in high enantiomeric excess using metals such as rhodium, iridium and ruthenium. The vast majority
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Despalle, Alexis. "Développement de nouveaux outils et de nouvelles approches synthétiques pour le contrôle des chiralités centrale, axiale et hélicoïdale." Electronic Thesis or Diss., Aix-Marseille, 2022. http://www.theses.fr/2022AIXM0130.

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Depuis les travaux pionniers d’Akiyama et Terada en 2004 sur l’utilisation d’organocatalyseurs acides phosphoriques chiraux, de nombreux efforts ont été déployés pour le développement de catalyseurs C2-symétriques à chiralité axiale avec, toutefois, un accès synthétique fastidieux. La synthèse de catalyseurs acides thiophosphi(o)niques originaux P-stéréogènes facilement accessibles et configurationnellement stables a été réalisée et leur réactivité a ensuite été évaluée dans une réaction de Pictet-Spengler énantiosélective avec des résultats préliminaires encourageants. Dans un second projet,
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Liu, Peng. "Helicoselective Synthesis of Dioxa[6]helicenes and Design of Orginal P-Stereogenic Brønsted Acid Organocatalystsx." Electronic Thesis or Diss., Ecole centrale de Marseille, 2020. http://www.theses.fr/2020ECDM0004.

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Cette thèse est composée de deux parties principales. Premièrement, l'accès synthétique hélicosélectif à une nouvelle série de dioxa[6]hélicènes dioxa configurationnellement stables à partir de précurseurs achiraux simples a été développé. L’hélice est créée et contrôlée au cours d'une réaction domino organocatalysée comprenant une alkylation de Michael suivie d’un couplage C–O, qui fournit les 2-nitrodihydrofuranes chiraux sous forme d’uniques stéréoisomères présentant à la fois une chiralité centrale (deux atomes de carbone stéréogènes) et une chiralité hélicoïdale. Il s’agit du premier cas
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Gallen, Ortiz Albert. "P-Stereogenic ligands with the tert-butylmethylphosphine fragment. Coordination chemistry and catalysis of their organometallic complexes." Doctoral thesis, Universitat de Barcelona, 2019. http://hdl.handle.net/10803/666577.

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The Thesis deals with the preparation, coordination chemistry and use in asymmetric homogeneous catalysis of several optically pure P-stereogenic ligands containing a tert-butylmethylphosphino fragment. In the first part a highly stereoselective synthesis of the Secondary Phosphine Oxide (SPO) tert-butylmethylphosphine oxide is presented. Despite its simplicity, the stereoselective synthesis of this SPO had not been described in the literature. It is known that SPOs present a tautomeric equilibrium between the air-stable pentavalent form (phosphine oxide) and the trivalent form (phosphinous a
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Febvay, Julie. "Approches synthétiques à de nouvelles séries de phosphahélicènes." Thesis, Université Paris-Saclay (ComUE), 2019. http://www.theses.fr/2019SACLS436.

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Les phosphahélicènes sont des composés comportant un cycle phosphoré inclus au sein d’un squelette hélicoïdal.Ils sont efficaces en tant que ligands en catalyse organométallique asymétrique à l'or (I), et en tant que base de Lewis en organocatalyse asymétrique. Au cours de cette thèse, nous avons développé de nouvelles familles de phosphahélicènes comportant des modifications sur la partie phosphorée ainsi que sur le squelette hélicoïdal. La première synthèse d’acides de Brønsted à chiralité hélicoïdale, portant un motif benzophosphole et des fonctions P(O)OH et P(O)NH₂ a été développée. Cette
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Salomon, Christine. "Nouvelle synthèse stéréosélective de diphosphines à pont méthano P-stéréogéniques : applications en catalyse asymétrique et pour la préparation de clusters ou de polymères de coordination chiraux." Thesis, Dijon, 2010. http://www.theses.fr/2010DIJOS010/document.

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Ce mémoire porte sur la synthèse asymétrique de ligands à pont méthano P-stéréogénique, ainsi que sur leurs applications en catalyse asymétrique, en chimie de coordination et pour la préparation de polymères de coordination avec des métaux de transition. Les diphosphines P-stéréogéniques sont synthétisées par création d'une liaison phosphore-carbone au niveau du pont méthano, à partir d'un anion formé en position α d'une méthylphosphines borane. Plusieurs stratégies ont été étudiées selon que l'électrophile est un complexe d’oxazaphospholidine borane, un phosphinite borane ou une chlorophosphi
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Lemouzy, Sébastien. "Synthèse stéréospécifique et chimie de coordination de ligands hétérobifonctionnels P-stéréogènes : vers le développement de méthodologies de couplages C-C palladocatalysés." Thesis, Aix-Marseille, 2016. http://www.theses.fr/2016AIXM4359.

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La première partie de ce manuscrit traite de la synthèse de phosphine-boranes P-stéréogènes énantioenrichis à partir d’un précurseur développé par notre laboratoire : le H-phénylphosphinate d’adamantyle. Grâce au développement d’une séquence monotope, une variété d’oxydes de phosphine P-stéréogènes de haute pureté optique a pu être synthétisée. Ces composés comportant une attache hydroxyle ont ensuite été réduits de façon stéréospécifique en présence de borane pour générer les précurseurs phosphine-boranes correspondants. Lors de cette étape de réduction, l’importance de la fonction hydroxyle
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Lemouzy, Sébastien. "Synthèse stéréospécifique et chimie de coordination de ligands hétérobifonctionnels P-stéréogènes : vers le développement de méthodologies de couplages C-C palladocatalysés." Electronic Thesis or Diss., Aix-Marseille, 2016. http://www.theses.fr/2016AIXM4359.

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La première partie de ce manuscrit traite de la synthèse de phosphine-boranes P-stéréogènes énantioenrichis à partir d’un précurseur développé par notre laboratoire : le H-phénylphosphinate d’adamantyle. Grâce au développement d’une séquence monotope, une variété d’oxydes de phosphine P-stéréogènes de haute pureté optique a pu être synthétisée. Ces composés comportant une attache hydroxyle ont ensuite été réduits de façon stéréospécifique en présence de borane pour générer les précurseurs phosphine-boranes correspondants. Lors de cette étape de réduction, l’importance de la fonction hydroxyle
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Vinokurov, Nikolai [Verfasser]. "Novel P-stereogenic bidentate phosphorus ligands for asymmetric catalysis / von Nikolai Vinokurov." 2007. http://d-nb.info/987044133/34.

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Books on the topic "P-Stereogenic catalysts"

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P-Stereogenic Ligands in Enantioselective Catalysis. Royal Society of Chemistry, 2010. http://dx.doi.org/10.1039/9781849732703.

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Spivey, James J., and Arnald Grabulosa. P-Stereogenic Ligands in Enantioselective Catalysis. Royal Society of Chemistry, The, 2010.

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P-stereogenic ligands in enantioselective catalysis. Royal Society of Chemistry, 2011.

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Book chapters on the topic "P-Stereogenic catalysts"

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Morisaki, Yasuhiro, and Yoshiki Chujo. "P-Stereogenic Oligomers, Polymers, and Related Cyclic Compounds." In Polymeric Chiral Catalyst Design and Chiral Polymer Synthesis. John Wiley & Sons, Inc., 2011. http://dx.doi.org/10.1002/9781118063965.ch16.

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Taber, Douglass. "Enantioselective Construction of Alkylated Centers." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0039.

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Unsaturated half acid esters such as 1 are readily prepared by Stobbe condensation between dialkyl succinate and an aldehyde. Johannes G. de Vries of DSM and Floris P. J. T. Rutjes of Radboud University Nijmegen observed (Adv. Synth. Catal. 2008, 350, 85) that these acids were excellent substrates for enantioselective hydrogenation. Kazuaki Kudo of the University of Tokyo designed (Organic Lett. 2008, 10, 2035) a resin bound peptide catalyst for the transfer reduction of unsaturated aldehydes such as 3 , using 4 as the net H2 donor. Note that 5 was produced with high enantiocontrol from 3 that
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Taber, Douglass. "Intermolecular and Intramolecular Diels-Alder Reactions: (-)-Oseltamivir (Fukuyama), Platensimycin (Yamamoto) and 11,12-Diacetoxydrimane (Jacobsen)." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0078.

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Powerful methods for catalytic, enantioselective intermolecular Diels-Alder reactions have been developed. Ben L. Feringa and Gerard Roelfes of the University of Groningen have shown (Organic Lett. 2007, 9, 3647) that a catalyst prepared by combining salmon testes DNA with a Cu complex directed the absolute sense of the addition of 1 to cyclopentadiene 2 . Mukund P. Sibi of North Dakota State University has reported (J. Am. Chem. Soc . 2007, 129 , 395) related work with achiral pyrazolidinone dienophiles and chiral Cu catalysts. Tohru Fukuyama of the University of Tokyo found (Angew. Chem. Int
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Taber, Douglass F. "Arrays of Stereogenic Centers: The Shin/Chandrasekhar Synthesis of (+)-Lactacystin." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0042.

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Kami L. Hull of the University of Illinois established (J. Am. Chem. Soc. 2014, 136, 11256) conditions for the diastereoselective hydroamination of 1 with 2 to give 3. Jon C. Antilla of the University of South Florida employed (Org. Lett. 2014, 16, 5548) an enantiomerically-pure Li phosphate to direct the opening of the prochiral epoxide 4 to 5. Jordi Bujons and Pere Clapés of IQAC-CSIC engineered (Chem. Eur. J. 2014, 20, 12572) an enzyme that mediated the enantioselective addition of glycolaldehyde 7 to an aldehyde 6, leading to 8. Takahiro Nishimura of Kyoto University set (J. Am. Chem. Soc.
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Taber, Douglass. "Enantioselective Assembly of Oxygenated Stereogenic Centers." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0032.

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Reaction with an enantiomerically-pure epoxide is an efficient way to construct a molecule incorporating an enantiomerically-pure oxygenated stereogenic center. The Jacobsen hydrolytic resolution has made such enantiomerically-pure epoxides readily available from the corresponding racemates. Christopher Jones and Marcus Weck of the Georgia Institute of Technology have now (J. Am. Chem. Soc. 2007, 129, 1105) developed an oligomeric salen complex that effects the enantioselective hydrolysis at remarkably low catalyst loading. Any such approach depends on monitoring the progress of the hydrolysis,
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Taber, Douglass F. "New Methods for Carbon-Carbon Bond Construction." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0021.

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Sunggak Kim of KAIST reported (Synlett 2009, 81) an improved protocol for the one-carbon free radical homologation of an iodide such as 1 to the nitrile. Primary, secondary, and tertiary iodides work well. We described (Tetrahedron Lett. 2009, 50, 2462) a procedure for the one-carbon homologation of a halide 4 directly to the benzyl ether 6. Bin Xu of Shanghai University showed (Chem. Commun. 2009, 3246) that conversion of a ketone 8 to the 1,1-dibromoalkene set the stage for the net one-carbon homologation to the amide 9. A. Fernández-Mateos of the Universidad de Salamanca uncovered (J. Org.
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Taber, Douglass F. "Enantioselective Preparation of Alkylated Stereogenic Centers." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0042.

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Jon D. Stewart of the University of Florida established (Chem. Commun. 2010, 46, 8558) a scalable enzymatic reduction of geranial 1 to citronellal 2. Andreas S. Bommarius of Georgia Tech reported (Chem. Commun. 2010, 46, 8809) related studies. Isamu Shiina of the Tokyo University of Science developed (J. Am. Chem. Soc. 2010, 132, 11629) a nucleophilic catalyst for the kinetic resolution of α-chiral carboxylic acids such as 3. David W. C. MacMillan of Princeton University devised (J. Am. Chem. Soc. 2010, 132, 13600) a protocol for the enantioselective benzylation of an aldehyde 5. Kian L. Tan o
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Taber, Douglass F. "Alkaloid Synthesis: (−)-L-Batzellaside A (Toyooka), Limazepine A (Zemribo), (+)-Febrifugine (Pansare), Amathaspiramide F (Tambar), Allomatrine (Brown), Lyconadine C (Waters), Tabersonine (Andrade)." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0057.

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Naoki Toyooka of the University of Toyama prepared (Eur. J. Org. Chem. 2013, 2841) the lactam 1 from commercial tri-O-benzyl-D-glucal. Reduction with Dibal followed by coupling of the intermediate with allyltrimethylsilane delivered the piper­idine 2, that was carried on to (−)-L-batzellaside A 3. Ronalds Zemribo of the Latvian Institute of Organic Synthesis effected (Org. Lett. 2013, 15, 4406) Ireland–Claisen rearrangement of the lactone 4 to give the pyrroli­dine 5 with high geometric control. This was readily converted to limazepine E 6. Sunil V. Pansare of Memorial University used (Synthes
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