Academic literature on the topic 'Synthese (chemie) Liganden'
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Journal articles on the topic "Synthese (chemie) Liganden"
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Antberg, Martin, and Lutz Dahlenburg. "Oligophosphan-Liganden, XXIII. Synthese und Chemie des metallacyclischen Eisenkomplexes / Oligophosphine Ligands, XXIII. Synthesis and Chemistry of the Metallacyclic Iron Complex." Zeitschrift für Naturforschung B 42, no. 4 (April 1, 1987): 435–40. http://dx.doi.org/10.1515/znb-1987-0409.
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The complex (1) was obtained by reduction of FeCl2[P(CH2CH2CH2PMe2)3] with lithium dust in tetrahydrofuran at room temperature. Although an equilibrium of 1 with its iron(0) tautomer Fe[P(CH2CH2CH2PMe2)3] could not be detected by NMR spectroscopy, the coordinatively unsaturated 16e-fragment could be trapped by ligands favouring low oxidation states: trimethyl phosphite reacted with 1 to give Fe[P(OMe)3][P(CH2CH2CH2PMe2)3] (2), whereas carbon monoxide was observed to add to the metal(O) species to yield a mixture of Fe(CO)[P(CH2CH2CH2PMe2)3] (3) and -(CH2)3-PMe2 (4). 1 was completely unreactive towards dihydrogen and dinitrogen, not, however, towards carbon dioxide, which was found to insert into both the Fe-H and Fe-C bond producing (5). Methyl and benzyl iodide interacted with 1 to give the iodo derivative (6). The reaction of 1 with methanol lead to FeH2[P(CH2CH2CH2PMe2)3] (7).
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Rheinwald, Gerd, Helen Stoeckli-Evans, and Georg Süss-Fink. "Zur chemie dreikerniger carbonylruthenium-komplexe mit μ3η2-sulfonsäurehydrazido-liganden: Synthese und molekülstruktur von HRu3(CO) 8[H2NNS(O) 2Mes](PPh3), HRu3(CO) 8[H2NNS(O) 2Mes][PPh2CC(Ph) Co2(CO) 6], HRu3(CO) 8[H2NNS(O) 2Tol][PPh2(C5H4)PPh2]." Journal of Organometallic Chemistry 512, no. 1-2 (April 1996): 27–38. http://dx.doi.org/10.1016/0022-328x(95)05756-f.
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Gelchuk, Y., O. Boreiko, G. Okrepka, and Yu Khalavka. "Synthesis and optical properties of AgInS2 nanoparticles." Chernivtsi University Scientific Herald. Chemistry, no. 818 (2019): 12–19. http://dx.doi.org/10.31861/chem-2019-818-02.
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Ternary chalcogenide Ag-In quantum dots (QDs) are more environmentally friendly than known Cd-, Pb- and P-containing nanoparticles. Here we review the literature on colloidal synthesis methods, properties, and promising fields for the application of AgInS2 quantum dots. Similar to the QDs of lead and cadmium chalcogenides, the most accurate control over the structure and morphology of AgInS2 QDs is achieved by using the method of introducing precursors into high-boiling organic solvents. However, to realize the potential applications of ternary quantum dots, in particular as luminescent biomarkers, the quantum dots must be soluble in polar solvents, especially water. The transfer of quantum dots into aqueous solutions is usually accomplished by exchanging primary lyophilic ligands with smaller bifunctional molecules, such as thioglycolic (or mercaptopropionic) acids, which can passivate the surface of the quantum dots while making them soluble in the polar environment. Methods of colloidal synthesis of AgInS2 / ZnS quantum dots can be classified into the following types: Injection of ions into a high-boiling solvent Synthesis in a mixture of solvents Synthesis in the aquatic environment Methods for the synthesis of AgInS2 QDs in both aqueous solution and organic solvent medium are described. Examples of application of quantum dots for biomedical purposes and in photovoltaic and sensory devices are given. Quantum dots have high photostability and brightness, are characterized by a wide range of absorption and narrow spectral bands of radiation, ie meet most of the criteria for fluorescent materials and biosensors for imaging cancer cells in antitumor therapy, immunofluorescent labeling of proteins, detection of toxins s, visualize intracellular structures, etc. Quantum dots of tertiary chalcogenides, in particular CuInS2 and AgInS2, may be an alternative to quantum dots of binary lead and cadmium chalcogenides for use in light-emitting and light-absorbing systems, such as LEDs, sensors and solar absorbers.
Dissertations / Theses on the topic "Synthese (chemie) Liganden"
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Kasper, Christine [Verfasser]. "Synthese neuartiger Übergangsmetallkomplexe mit Naturstoffderivaten als Liganden / Christine Kasper." Wuppertal : Universitätsbibliothek Wuppertal, 2019. http://d-nb.info/1188422774/34.
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Küchenthal, Christian-Hubertus [Verfasser]. "Synthese neuartiger krebsspezifischer Carboxypeptidase-Liganden / Christian-Hubertus Küchenthal." Gießen : Universitätsbibliothek, 2012. http://d-nb.info/1063954940/34.
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Aal, Frouke [Verfasser]. "Synthese und Koordinationschemie mehrzähniger Imidazolin-2-imin-Liganden / Frouke Aal." München : Verlag Dr. Hut, 2013. http://d-nb.info/1042878528/34.
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Krahmer, Jan [Verfasser]. "Synthese und Untersuchung von Distickstoffkomplexen mit Tripod-Liganden / Jan Krahmer." Kiel : Universitätsbibliothek Kiel, 2011. http://d-nb.info/1033824259/34.
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Alexander, Beck [Verfasser]. "Synthese und Reaktivität von NNO-Liganden und deren Metallkomplexen / Beck Alexander." München : Verlag Dr. Hut, 2010. http://d-nb.info/100909534X/34.
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Bunzen, Jens [Verfasser]. "Synthese enantiomerenreiner BINOL-Liganden zur Darstellung helicaler mehrkerniger Metallkomplexe / Jens Bunzen." Aachen : Shaker, 2010. http://d-nb.info/1124366105/34.
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Nagel, Christine [Verfasser]. "Synthese und Charakterisierung von Kupferkomplexen mit biomimetischen polyfunktionellen Liganden / Christine Nagel." Paderborn : Universitätsbibliothek, 2016. http://d-nb.info/1082284300/34.
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Schulze, Anna Carina [Verfasser]. "Synthese und Charakterisierung von Metallkomplexen mit Triaminoguanidin-basierten Liganden / Anna Carina Schulze." Aachen : Hochschulbibliothek der Rheinisch-Westfälischen Technischen Hochschule Aachen, 2011. http://d-nb.info/1018189610/34.
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Withake, Domenika [Verfasser]. "Synthese und Charakterisierung von Nickel- und Cobaltkomplexen mit Guanidinthiolat-Liganden / Domenika Withake." Paderborn : Universitätsbibliothek, 2018. http://d-nb.info/1176019368/34.
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Kreye, Markus [Verfasser]. "Synthese und Reaktivität von Übergangsmetallkomplexen mit sterisch anspruchsvollen, heterocyclischen Liganden / Markus Kreye." München : Verlag Dr. Hut, 2015. http://d-nb.info/1077403844/34.
Full textBooks on the topic "Synthese (chemie) Liganden"
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Gawroński, Jacek. Tartaric and malic acids in synthesis: A source book of building blocks, ligands, auxiliaries, and resolving agents. New York: Wiley, 1999.
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Gawroński, Jacek, and Krystyna Gawrońska. Tartaric and Malic Acids in Synthesis: A Source Book of Building Blocks, Ligands, Auxiliaries, and Resolving Agents. Wiley-Interscience, 1999.
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Symposium on Host-Guest Molecular Interactions: from Chemistry to Biology (1990 : Ciba Foundation), ed. Host-guest molecular interactions: From chemistry to biology. Chichester: Wiley, 1991.
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Symposium, CIBA Foundation. Host-Guest Molecular Interactions: From Chemistry to Biology - No. 158 (CIBA Foundation Symposia Series). John Wiley & Sons, 1991.
Find full textBook chapters on the topic "Synthese (chemie) Liganden"
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Seibel, Zara M., and Tristan H. Lambert. "Construction of Alkylated Stereocenters." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0035.
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Hirohisa Ohmiya and Masaya Sawamura at Hokkaido University reported (Angew. Chem. Int. Ed. 2013, 52, 5350) the copper-catalyzed, γ-selective allylation of terminal alkyne 1 to produce the chiral skipped enyne 3 with high ee. A method to synthesize asymmetric skipped diene 6 via copper-catalyzed allylic allylation of diene 4 was developed (Chem. Commun. 2013, 49, 3309) by Ben L. Feringa at the University of Groningen. Prof. Feringa also disclosed (J. Am. Chem. Soc. 2013, 135, 2140) the regioselective and enantioselective allyl–allyl coupling of bromide 7 with allyl Grignard under Cu catalysis in the presence of phosphoramidite 8. James P. Morken of Boston College reported (Org. Lett. 2013, 15, 1432) the cross-coupling of allylboronate 11 with a mixture of alkenes 10a,b under palladium catalysis to produce diene 13 with high ee. Jian Liao at the Chengdu Institute of Biology Chinese Academy of Sciences and the University of Chinese Academy of Sciences reported (Angew. Chem. Int. Ed. 2013, 52, 4207) the palladium-catalyzed allylic alkylation of indole using the chiral bis(sulfoxide) phosphine ligand 15. Yi-Xia Jia at the Zhejiang University of Technology reported (J. Am. Chem. Soc. 2013, 135, 2983) the enantioselective alkylation of indole to produce the trifluoromethyl adduct 19 using nickel catalysis in the presence of bisoxazoline ligand 18. Sarah E. Reisman at the California Institute of Technology disclosed (J. Am. Chem. Soc. 2013, 135, 7442) the reductive cross-coupling of acid chloride 20 and benzyl chloride 21 using a nickel complex with bisoxazoline ligand 22 and manganese(0) as reductant. Ilan Marek at the Technion-Israel Institute of Technology reported (Angew. Chem. Int. Ed. 2013, 52, 5333) a method for the construction of all-carbon quaternary stereocenters, such as the one present in aldehyde 25, using a diastereoselective carbometallation of cyclopropene 24 followed by oxidation and ring opening. Switching from methyl Grignard and copper iodide to MeCuCNLi reverses the diastereoselectivity of the carbometallation and allows access to the opposite enantiomer. Matthew S. Sigman at the University of Utah reported (J. Am. Chem. Soc. 2013, 135, 6830) the redox–relay oxidative Heck arylation of alkenyl alcohol 27 with boronic acid 26 using a palladium catalyst and pyridine oxazole ligand 28 to produce the γ-substituted aldehyde 29.
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Lambert, Tristan H. "Asymmetric C–C Bond Formation." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0040.
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Andrew G. Myers at Harvard reported (Angew. Chem. Int. Ed. 2012, 51, 4568) the alkylation of the pseudophenamine amide 1 selectively setting the quaternary stereogenic center of 2. This is an effective replacement for his previously reported pseudoephedrine, now a controlled substance. Amine catalysis has enabled numerous methods for the asymmetric α-functionalization of aldehydes, although α-alkylation remains a significant challenge. David W.C. MacMillan at Princeton developed (J. Am. Chem. Soc. 2012, 134, 9090) an α-vinylation of aldehydes 3 with vinyliodoniums 5, which relied on the “synergistic combination” of the amine catalyst 4 and copper(I) bromide. The stability of the β,γ-unsaturated aldehyde products under the reaction conditions is notable. A procedure for the asymmetric β-vinylation of α,β-unsaturated aldehydes such as 7 was developed (Eur. J. Org. Chem. 2012, 2774) by Claudio Palomo at the Universidad del Pais Vasco in Spain. Amine 8 catalyzed the enantioselective Michael addition of β-nitroethyl sulfone 9 to 7 followed by acetalization and elimination of HNO2 and SO2Ph furnished products such as 10 in high enantiomeric excess. In a conceptually related reaction, a surrogate for acetate as a nucleophile was reported (Chem. Commun. 2012, 48, 148) by Wei Wang at the University of New Mexico and Jian Li of the East China University of Science and Technology. In this case, amine 13-catalyzed Michael addition of pyridyl sulfone 11 to unsaturated aldehyde 12, followed by acetalization and reductive removal of the sulfone, gave rise to the ester product 14 with very high ee. Asymmetric hydroformylation offers a powerful approach for the synthesis of carbon stereocenters, but controlling the regioselectivity of the reaction remains a challenge with many substrate classes. Christopher J. Cobley of Chirotech Technology Ltd. (UK) and Matthew L. Clarke at the University of St. Andrews showed (Angew. Chem. Int. Ed. 2012, 51, 2477) that the mixed phosphine-phosphite ligand “bobphos” 16 (bobphos = best of both phosphorus ligands) provided significant selectivities for the branched hydroformylation products, up to 10:1 b:l in the case of 15. Another major challenge for hydroformylation is to control the regioselectivity of internal olefin substrates.
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Taber, Douglass. "Enantioselective Synthesis of Alcohols and Amines." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0036.
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Enantiomerically-enriched alkoxy stannanes such as 3 are versatile intermediates for synthesis. John R. Falck of UT Southwestern found (Angew. Chem. Int. Ed. 2008, 47, 6586) that the simple combination of Bu3 SnH and Et2Zn generated a reagent that added to aldehydes such as 1 under catalysis by the MIB amino alcohol introduced by Nugent (Chem. Commun. 1999, 1369) to give the adduct 3 in high ee. Gonzalo Blay and José R. Pedro of the Universitat de València showed (Chem. Commun. 2008, 4840) that it was possible to modulate the reactivity of the acidic 4, allowing catalyzed formation of the high ee adduct 5 to dominate. Xiaoming Feng of Sichuan University developed (J. Am. Chem. Soc. 2008, 130, 15770) a Ni catalyst for the intermolecular ene reaction of 6 with 7 to give 8 in high ee. Enantioselective allylation is a key transformation in current organic synthesis. Yoshito Kishi of Harvard University optimized (Organic Lett. 2008, 10, 3073) enantioselective Cr-mediated allylation, with a ligand that can be easily recovered and recycled. Michael J. Krische of UT Austin devised (J. Am. Chem. Soc. 2008, 130, 14891) a ligand-catalyst combination for effecting the enantioselective allylation of alcohols such as 12 . Brian M. Stoltz of Caltech developed (Angew. Chem. Int. Ed. 2008, 47, 6873) a protocol for the enantioselective allylation of the enol ether 15, leading to the construction of oxygenated quaternary centers. Adducts such as 11 and 17 are of interest, inter alia , as direct precursors, by elimination, of the corresponding alkynes. Simon Blakey of Emory University designed (Angew. Chem. Int. Ed. 2008, 47, 6825) a Ru catalyst that mediated enantioselective intramolecular C-H amination, converting the simple alcohol derivative 18 into the versatile secondary amine 19 in high ee. We established (J. Org. Chem. 2008, 73, 9334) a procedure, based on diazo transfer followed by Rh-mediated intermolecular N-H insertion, for aminating menthyl esters and separating the product diastereomers. The menthyl group, easily removed (TFA) from 21, served as a useful reporter of ee, by 1H NMR of the upfield methyl doublets. Wolfgang Kroutil of the University of Graz found (Adv. Synth. Cat. 2008, 350, 2761) that ω-transaminases could effect the reductive amination of methyl ketones such as 22 in high ee.
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Taber, Douglass. "Selective Reactions of Alkenes." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0023.
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Fabio Doctorovich of the Universidad de Buenos Aires reported (J. Org. Chem. 2008, 73, 5379) that hydroxylamine in the presence of an Fe catalyst reduced alkenes such as 1, but not ketones or esters. Erick Carreira of ETH Zürich developed (Angew. Chem. Int. Ed. 2008, 47, 5758) mild conditions for the hydrochlorination of mono-, di- and trisubstituted alkenes. Ramgopal Bhattacharyya of Jadavpur University established (Tetrahedron Lett. 2008, 49, 6205) a simple Mo-catalyzed protocol for alkene epoxidation. Nitro alkenes are of increasing importance as acceptors for enantioselective organocatalyzed carbon-carbon bond formation. Matthias Beller of the Universität Rostock found (Adv. Synth. Cat. 2008, 350, 2493) that an alkene such as 7 was readily converted to the corresponding nitroalkene 8 by exposure to of NO gas. The reaction could also be effected with NaNO2/HOAC. Two complementary protocols for Rh-catalyzed alkene hydroformylation have been reported. Xumu Zhang of Rutgers University devised (Organic Lett. 2008, 10, 3469) a ligand system that cleanly migrated the alkene of 9, then terminally hydroformylated the resulting monosubstituted alkene, to give 10. Kian L. Tan of Boston College designed (J. Am. Chem. Soc. 2008, 130, 9210) a ligand such that the hydroformylation of the internal alkene of 11 was directed to the end of the alkene proximal to the directing OH, delivering 12. Several other methods for the functionalizing homologation of alkenes have been put forward. Chul-Ho Jun of Yonsei University assembled (J. Org. Chem. 2008, 73, 5598) a Rh catalyst that effected the oxidative acylation of a terminal alkene 13 with a primary benzylic alcohol, to give the ketone 14. For now, this approach is limited to less expensive alkenes, as the alkene, used in excess, is the reductant in the reaction. The other procedures outlined here require only stoichiometric alkene. Yasuhiro Shiraishi of Osaka University devised (Organic Lett. 2008, 10, 3117) a simple photoprocess for adding acetone to a terminal alkene 13 to give the methyl ketone 14, in what is presumably a free radical reaction.
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Lambert, Tristan H. "Construction of Single Stereocenters." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0031.
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Haifeng Du at the Chinese Academy of Sciences reported (J. Am. Chem. Soc. 2013, 135, 6810) the borane-catalyzed asymmetric hydrogenation of imine 1 to 2 using the diene 3 as a chiral ligand for boron. A single-enzyme cascade for the reductive transamination of acetophenone 4 with amine 5 to produce enantiopure sec-phenethylamine 6 was developed (Chem. Commun. 2013, 49, 161) by Per Berglund at the KTH Royal Institute of Technology in Sweden. A group at Boehringer Ingelheim in Ridgefield, Connecticut, led by Jonathan T. Reeves, disclosed (J. Am. Chem. Soc. 2013, 135, 5565) a procedure for the addition of DMF anion to N-sulfinyl imine 7 to furnish tert-leucine amide 8 with high diastereoselectivity. The tertiary carbinamine 10 was synthesized (Org. Lett. 2013, 15, 34) via the carbolithiation/rearrangement of vinylurea 9 as reported by Jonathan Clayden at the University of Manchester. Gregory C. Fu at Caltech reported (Angew. Chem. Int. Ed. 2013, 52, 2525) that the chiral phosphine 12 catalyzed the enantioselective addition of trifluoroacetamide to allene 11 to produce γ-amino ester 13 in enantioenriched form. Adeline Vallribera at the Autonomous University of Barcelona found (Org. Lett. 2013, 15, 1448) that a europium pybox complex effected the highly enantioselective α-amination of β-ketoester 14 to generate 15 on the way to the Parkinson’s disease co-drug L-carbidopa. Hisashi Yamamoto at the University of Chicago and Chubu University reported (J. Am. Chem. Soc. 2013, 135, 3411) that a halfnium(IV) complex of the bishydroxamic acid 17 catalyzed the enantioselective epoxidation of the tertiary homoallylic alcohol 16 to 18. The rearrangement of the allylic carbonate 19 to produce allyl ether 21 with high ee under iridium catalysis in the presence of ligand 20 was disclosed (Org. Lett. 2013, 15, 512) by Hyunsoo Han at the University of Texas, San Antonio. The asymmetric vinylogous aldol reaction of 3-methyl-2-cyclohexen-1-one 22 and α-keto ester 23 to furnish tertiary carbinol 25 using the bifunctional catalyst 24 was developed (Org. Lett. 2013, 15, 220) by Paolo Melchiorre at ICREA and ICIQ in Spain.
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Taber, Douglass F. "C–H Functionalization: The Snyder Synthesis of (+)-Scholarisine A." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0020.
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Thomas R. Hoye of the University of Minnesota devised (Nature 2013, 501, 531) the reagent 2, that cyclized to a benzyne that in turn dehydrogenated the alkane 1 to the alkene 3, and 4. Abigail G. Doyle of Princeton University developed (J. Am. Chem. Soc. 2013, 135, 12990) a reagent combination for the allylic fluorination of a terminal alkene 5 to the branched product 6. Yan Zhang and Jianbo Wang of Peking University oxidized (Angew. Chem. Int. Ed. 2013, 52, 10573) the methyl group of 7 to give the nitrile 8. Hanmin Huang of the Lanzhou Institute of Chemical Physics found (Org. Lett. 2013, 15, 3370) conditions for the carbonylation of the benzylic site of 9, leading to coupling with 10 to form the amide 11. Yu Rao of Tsinghua University effected (Angew. Chem. Int. Ed. 2013, 52, 13606) the direct methoxylation of 12, to give 13. Pd-mediated methoxylation had previously been described (Chem. Sci. 2013, 4, 4187) by Bing-Feng Shi of Zhejiang University. M. Christina White of the University of Illinois, Urbana found (J. Am. Chem. Soc. 2013, 135, 14052) that with variant ligands on the Fe catalyst, the oxidation of 14 could be directed selectively to either 15 or 16. C–H bonds can also be converted to C–N bonds. Sukbok Chang of KAIST oxidized (J. Am. Chem. Soc. 2013, 135, 12861) the unsaturated ester 17 with 18 to form the enamide 18. Gong Chen of Pennsylvania State University cyclized (Angew. Chem. Int. Ed. 2013, 52, 11124) the amide 20 to the γ-lactam 21. Professor Shi reported (Angew. Chem. Int. Ed. 2013, 52, 13588) a related approach to β-lactams. Ethers are easily oxidized. Taking advantage of this, Yun Liang of Hunan Normal University coupled (Synthesis 2013, 45, 3137) the bromoalkyne 23 with tetrahydrofuran 22 to give 24. Guangbin Dong of the University of Texas, Austin devised (J. Am. Chem. Soc. 2013, 135, 17747) a protocol for the β-arylation of ketones, including the preparation of 27 by the coupling of 25 with 26.
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Taber, Douglass F. "Heteroaromatic Synthesis: The Tokuyama Synthesis of (−)-Rhazinilam." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0066.
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Mei-Huey Lin of the National Changhua University of Education rearranged (J. Org. Chem. 2014, 79, 2751) the initial allene derived from 1 to the γ-chloroenone. Displacement with acetate followed by hydrolysis led to the furan 2. A. Stephen K. Hashmi of Ruprecht-Karls-Universität Heidelberg showed (Angew. Chem. Int. Ed. 2014, 53, 3715) that the Au-catalyzed conversion of the bis alkyne 3, mediated by 4, proceeded selectively to give 5. Tehshik P. Yoon of the University of Wisconsin used (Angew. Chem. Int. Ed. 2014, 53, 793) visible light with a Ru catalyst to rearrange the azide 6 to the pyrrole 7. Cheol-Min Park, now at UNIST, found (Chem. Sci. 2014, 5, 2347) that a Ni catalyst reorganized the methoxime 8 to the pyrrole 9. A Rh catalyst converted 8 to the corresponding pyridine (not illustrated). In the course of a synthesis of opioid ligands, Kenner C. Rice of the National Institute on Drug Abuse optimized (J. Org. Chem. 2014, 79, 5007) the preparation of the pyridine 11 from the alcohol 10. Vincent Tognetti and Cyrille Sabot of the University of Rouen heated (J. Org. Chem. 2014, 79, 1303) 12 and 13 under microwave irradiation to give the 3-hydroxy pyridine 14. Tomislav Rovis of Colorado State University prepared (J. Am. Chem. Soc. 2014, 136, 2735) the pyridine 17 by the Rh-catalyzed combination of 15 with 16. Fabien Gagosz of the Ecole Polytechnique rearranged (Angew. Chem. Int. Ed. 2014, 53, 4959) the azirine 18, readily available from the oxime of the β-keto ester, to the pyridine 19. Matthias Beller of the Universität Rostock used (Chem. Eur. J. 2014, 20, 1818) a Zn catalyst to mediate the opening of the epoxide 21 with the aniline 20. A Rh catalyst effected the oxidation and cyclization of the product amino alcohol to the indole 22. Sreenivas Katukojvala of the Indian Institute of Science Education & Research showed (Angew. Chem. Int. Ed. 2014, 53, 4076) that the diazo ketone 23 could be used to anneal a benzene ring onto the pyrrole 24, leading to the 2,7-disubstituted indole 25.
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Taber, Douglass F. "Arrays of Stereogenic Centers: The Davies Synthesis of Acosamine." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0041.
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Babak Borhan of Michigan State University found (Angew. Chem. Int. Ed. 2011, 50, 2593) that the ligand developed for asymmetric osmylation worked well for the enantioselective cyclization of 1 to 2. Kyungsoo Oh of IUPUI devised (Org. Lett. 2011, 13, 1306) a Co catalyst for the stereocontrolled addition of 4 to 3 to give 5. Michael J. Krische of the University of Texas Austin prepared (Angew. Chem. Int. Ed. 2011, 50, 3493) 8 by Ir*-mediated oxidation/addition of 7 to 6. Yixin Lu of the National University of Singapore employed (Angew. Chem. Int. Ed. 2011, 50, 1861) an organocatalyst to effect the stereocontrolled addition of 10 to 9. Naoya Kumagai and Masakatsu Shibasaki of the Institute of Microbial Chemistry, Tokyo took advantage (J. Am. Chem. Soc. 2011, 133, 5554) of the soft Lewis basicity of 13 to effect stereocontrolled condensation with 12. Yujiro Hayashi of the Tokyo University of Science found (Angew. Chem. Int. Ed. 2011, 50, 2804, not illustrated) that aqueous chloroacetaldehyde participated well in crossed aldol condensations. Andrew V. Malkov, now at Loughborough University, and Pavel Kocovsky of the University of Glasgow showed (J. Org. Chem. 2011, 76, 4800) that the inexpensive mixed crotyl silane 16 could be added to 15 with high stereocontrol. Shigeki Matsunaga of the University of Tokyo and Professor Shibasaki opened (J. Am. Chem. Soc. 2011, 133, 5791) the meso aziridine 18 with malonate 19 to give 20. Masahiro Terada of Tohoku University effected (Org. Lett. 2011, 13, 2026) the conjugate addition of 22 to 21 with high stereocontrol. Jinxing Ye of the East China University of Science and Technology reported (Angew. Chem. Int. Ed. 2011, 50, 3232, not illustrated) a related conjugate addition. Kian L. Tian of Boston College observed (Org. Lett. 2011, 13, 2686) that the kinetic hydroformylation of 24 set the relative configuration of two stereogenic centers. Alexandre Alexakis and Clément Mazet of the Université de Genève established (Angew. Chem. Int. Ed. 2011, 50, 2354) a tandem one-pot procedure for the addition of 26 to 27 to give 28.
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Taber, Douglass. "Enantioselective Construction of Arrays of Stereogenic Centers." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0042.
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An impressive array of new catalysts for enantioselective homologation have been reported. Carlos F. Barbas III of Scripps/La Jolla has found (Angew. Chem. Int. Ed. 2007, 46, 5572 ) that the commercial amino acid 3 mediated the addition of dihydroxyacetone 2 to an aldehyde such as 1 to give the triol 4 with high enantio- and diastereocontrol. Takashi Ooi of Nagoya University has devised (J. Am. Chem. Soc. 2007, 129, 12392) the catalyst 6 for the anti addition (Henry reaction) of nitro alkanes such as 5 to aldehydes. Takayoshi Arai of Chiba University has developed (Organic Lett. 2007, 9, 3595) a complementary catalyst (not shown) that mediated syn addition. Jonathan A. Ellman of the University of California, Berkeley has uncovered (J. Am. Chem. Soc. 2007, 129, 15110) the catalyst 10 for the aza-Henry reaction. Yian Shi of Colorado State University has found (J. Am. Chem. Soc. 2007, 129, 11688) ligands for Pd that direct the absolute sense of the addition of 13 to dienes such as 12. Bernhard Breit of Albert-Ludwigs-Universität, Freiburg has devised conditions (Adv. Synth. Cat. 2007, 349, 1891) for the Rh-catalyzed hydroformylation of α-olefins such as 15, and same-pot proline-catalyzed condensation of the linear aldehyde so produced with a branched aldehyde such as 17 to give, after reductive workup, the branched diol 18. Scott G. Nelson of the University of Pittsburgh has established (J. Am. Chem. Soc. 2007, 129, 11690) conditions, using Cinchona alkaloid derived catalysts, for the condensation of the imine surrogate 19 with the ketene precursor 20, to give the Mannich product 21. Scott E. Schaus of Boston University has developed (J. Am. Chem. Soc. 2007, 129, 15398) a complementary approach, based on catalyzed addition of isolated allyl borinates such as 23 to the activated imine 22. Kálmán J. Szabó of Stockholm University has found (J. Am. Chem. Soc. 2007, 129, 13723) that substituted allyl borinates can be prepared and reacted in situ. Martin Hiersemann of the Universität Dortmund has reported (Organic Lett. 2007, 9, 4979) the remarkable Cu*-catalyzed Claisen rearrangement of the prochiral 24, leading to 25 and thus to the versatile intermediate 27.
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Taber, Douglass F. "Organic Functional Group Interconversion." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0003.
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Alois Fürstner of the Max-Planck-Institut Mülheim devised (Angew. Chem. Int. Ed. 2013, 52, 14050) a Ru catalyst for the trans- selective hydroboration of an alkyne 1 to 2. Qingbin Liu of Hebei Normal University and Chanjuan Xi of Tsinghua University coupled (Org. Lett. 2013, 15, 5174) the alkenyl zirconocene derived from 3 with an acyl azide to give the amide 4. Chulbom Lee of Seoul National University used (Angew. Chem. Int. Ed. 2013, 52, 10023) a Rh catalyst to convert a terminal alkyne 5 to the ester 6. Laura L. Anderson of the University of Illinois, Chicago devised (Org. Lett. 2013, 15, 4830) a protocol for the conversion of a terminal alkyne 7 to the α-amino aldehyde 9. Dewen Dong of the Changchun Institute of Applied Chemistry developed (J. Org. Chem. 2013, 78, 11956) conditions for the monohydrolysis of a bis nitrile 10 to the monoamide 11. Aiwen Lei of Wuhan University optimized (Chem. Commun. 2013, 49, 7923) a Ni catalyst for the conversion of the alkene 12 to the enamide 13. Kazushi Mashima of Osaka University optimized (Adv. Synth. Catal. 2013, 355, 3391) a boronic ester catalyst for the conversion of an amide 14 to the ester 15. Jean- François Paquin of the Université Laval prepared (Eur. J. Org. Chem. 2013, 4325) the amide 17 by coupling an amine with the activated intermediate from reaction of an acid 16 with Xtal- Fluor E. Steven Fletcher of the University of Maryland School of Pharmacy designed (Tetrahedron Lett. 2013, 54, 4624) the azodicarbonyl dimorpholide 18 as a reagent for the Mitsunobu coupling of 19 with 20. The reduced form of 18 was readily separated by extraction into water and reoxidized. Jens Deutsch of the Universität Rostock found (Chem. Eur. J. 2013, 19, 17702) simple ligands for the Ru-mediated borrowed hydrogen conversion of an alcohol 22 to the amine 23. Ronald T. Raines of the University of Wisconsin devised (J. Am. Chem. Soc. 2013, 135, 14936) a phosphinoester for the efficient conversion in water of an azide 24 to the diazo 25.