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Pure Appl. Chem., 2005, Vol. 77, No. 9, pp. 1559-1574

http://dx.doi.org/10.1351/pac200577091559

Stereoselective syntheses of functionalized cyclic ethers via (Schiff-base)vanadium(V)-catalyzed oxidations

Jens Hartung

Fachbereich Chemie, Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Straße, 67663 Kaiserslautern, Germany

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  • Dönges Maike, Amberg Matthias, Stapf Georg, Kelm Harald, Bergsträßer Uwe, Hartung Jens: cis-2,6-Bis-(methanolate)-piperidine oxovanadium(V) complexes as catalysts for oxidative alkenol cyclization by tert-butyl hydroperoxide. Inorganica Chimica Acta 2014. <http://dx.doi.org/10.1016/j.ica.2014.02.007>
  • Romanowski Grzegorz, Kira Jaromir, Wera Michał: Vanadium(V) complexes with chiral tridentate Schiff base ligands derived from 1S,2R(+)-2-amino-1,2-diphenylethanol and with acetohydroxamate co-ligand: Synthesis, characterization and catalytic activity in the oxidation of prochiral sulfides and olefins. Journal of Molecular Catalysis A: Chemical 2014, 381, 148. <http://dx.doi.org/10.1016/j.molcata.2013.10.011>
  • Romanowski Grzegorz, Kira Jaromir, Wera Michał: Five- and six-coordinate vanadium(V) complexes with tridentate Schiff base ligands derived from S(+)-isoleucinol: Synthesis, characterization and catalytic activity in the oxidation of sulfides and olefins. Polyhedron 2014, 67, 529. <http://dx.doi.org/10.1016/j.poly.2013.10.008>
  • Silva A. G. M., Rodrigues T. S., Dias A., Fajardo H. V., Gonçalves R. F., Godinho M., Robles-Dutenhefner P. A.: Ce1−xSmxO1.9−δ nanoparticles obtained by microwave-assisted hydrothermal processing: an efficient application for catalytic oxidation of α-bisabolol. Catal. Sci. Technol. 2014, 4, 814. <http://dx.doi.org/10.1039/c3cy00788j>
  • Romanowski Grzegorz, Lis Tadeusz: Chiral oxidovanadium(V) complexes with tridentate Schiff bases derived from S(+)-2-amino-1-propanol: Synthesis, structure, characterization and catalytic activity. Inorganica Chimica Acta 2013, 394, 627. <http://dx.doi.org/10.1016/j.ica.2012.09.030>
  • Romanowski Grzegorz: Synthesis, characterization and catalytic activity in the oxidation of sulfides and styrene of vanadium(V) complexes with tridentate Schiff base ligands. Journal of Molecular Catalysis A: Chemical 2013, 368-369, 137. <http://dx.doi.org/10.1016/j.molcata.2012.11.023>
  • Romanowski Grzegorz, Wera Michał: Oxido-bridged dinuclear vanadium(V) Schiff base complexes derived from 1R,2S(−)-norephedrine: Synthesis, structure, characterization and catalytic studies. Polyhedron 2013, 50, 179. <http://dx.doi.org/10.1016/j.poly.2012.10.053>
  • Romanowski Grzegorz, Kira Jaromir: Oxidovanadium(V) complexes with chiral tridentate Schiff bases derived from R(−)-phenylglycinol: Synthesis, spectroscopic characterization and catalytic activity in the oxidation of sulfides and styrene. Polyhedron 2013, 53, 172. <http://dx.doi.org/10.1016/j.poly.2012.12.038>
  • Brücher Oliver, Bergsträßer Uwe, Kelm Harald, Hartung Jens, Greb Marco, Svoboda Ingrid, Fuess Hartmut: Controlling 6-endo-selectivity in oxidation/bromocyclization cascades for synthesis of aplysiapyranoids and other 2,2,6,6-substituted tetrahydropyrans. Tetrahedron 2012, 68, 6968. <http://dx.doi.org/10.1016/j.tet.2012.05.013>
  • Wischang Diana, Brücher Oliver, Hartung Jens: Bromoperoxidases and functional enzyme mimics as catalysts for oxidative bromination—A sustainable synthetic approach. Coord Chem Rev 2011, 255, 2204. <http://dx.doi.org/10.1016/j.ccr.2011.04.003>
  • Plass Winfried: Chiral and supramolecular model complexes for vanadium haloperoxidases: Host–guest systems and hydrogen bonding relays for vanadate species. Coord Chem Rev 2011, 255, 2378. <http://dx.doi.org/10.1016/j.ccr.2011.04.014>
  • Licini Giulia, Conte Valeria, Coletti Alessia, Mba Miriam, Zonta Cristiano: Recent advances in vanadium catalyzed oxygen transfer reactions. Coord Chem Rev 2011, 255, 2345. <http://dx.doi.org/10.1016/j.ccr.2011.05.004>
  • da Silva José A.L., da Silva João J.R. Fraústo, Pombeiro Armando J.L.: Oxovanadium complexes in catalytic oxidations. Coord Chem Rev 2011, 255, 2232. <http://dx.doi.org/10.1016/j.ccr.2011.05.009>
  • Amberg Matthias, Kempter Irina, Bergsträßer Uwe, Stapf Georg, Hartung Jens: Derivatizing agents from phosphorus trichloride and terpenyl tartrates for determining the enantiomeric purity of alcohols. Tet Asymm 2011, 22, 752. <http://dx.doi.org/10.1016/j.tetasy.2011.04.004>
  • Yamazaki Shigekazu: An effective procedure for the synthesis of acid-sensitive epoxides: Use of 1-methylimidazole as the additive on methyltrioxorhenium-catalyzed epoxidation of alkenes with hydrogen peroxide. Org Biomol Chem 2010, 8, 2377. <http://dx.doi.org/10.1039/b926575a>
  • Lippold Ines, Vlay Kristin, Görls Helmar, Plass Winfried: Cyclodextrin inclusion compounds of vanadium complexes: Structural characterization and catalytic sulfoxidation. J  Inorg Biochem 2009, 103, 480. <http://dx.doi.org/10.1016/j.jinorgbio.2008.12.014>
  • Nielsen Martin, Jacobsen Christian Borch, Paixão Márcio W., Holub Nicole, Jørgensen Karl Anker: Asymmetric Organocatalytic Formal Alkynylation and Alkenylation of α,β-Unsaturated Aldehydes. J Am Chem Soc 2009, 131, 10581. <http://dx.doi.org/10.1021/ja903920j>
  • Gutmann Torsten, Schweitzer Annika, Wächtler Maria, Breitzke Hergen, Buchholz Axel, Plass Winfried, Buntkowsky Gerd: DFT Calculations of 51V Solid-State NMR Parameters of Vanadium(V) Model Complexes. Zeitschrift für Physikalische Chemie 2008, 222, 1389. <http://dx.doi.org/10.1524/zpch.2008.5401>
  • Blanc Aurélien, Toste F. Dean: Enantioselective Synthesis of Cyclic Ethers through a Vanadium-Catalyzed Resolution/Oxidative Cyclization. Angew Chem 2006, 118, 2150. <http://dx.doi.org/10.1002/ange.200503852>
  • Blanc Aurélien, Toste F. Dean: Enantioselective Synthesis of Cyclic Ethers through a Vanadium-Catalyzed Resolution/Oxidative Cyclization. Angew Chem Int Ed 2006, 45, 2096. <http://dx.doi.org/10.1002/anie.200503852>