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RESEARCH PAPER · The Journal of Organic Chemistry · 2002

A Density-Functional Study of the Mechanism for the Diastereoselective Epoxidation of Chiral Allylic Alcohols by the Titanium Peroxy Complexes

Meng Cui, Waldemar Adam, Jian Hua Shen, Xiao Min Luo, Xiao Jian Tan, Kai Xian Chen, Ru Yun Ji, Hua Liang Jiang

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A Density-Functional Study of the Mechanism for the Diastereoselective Epoxidation of Chiral Allylic Alcohols by the Titanium Peroxy ComplexesOriginalCatalytic oxidations by peroxy, peroxo and oxo metal complexes: an interdisciplinary account with a personal view49Transition-metal complexes for liquid-phase catalytic oxidation: some aspects of industrial reactions and of emerging technologies368Seasoning Materials Chemistry by Using a Well‐Matured Organic Concept23Mechanism of olefin epoxidation with transition metal peroxo complexes: DFT study35Selective Ligand Conversion of Ethylenediamine Tetraacetate to Its Triacetate on Peroxotitanate(IV)18Chiral (R)- and (S)-allylic alcohols via a one-pot chemoenzymatic synthesis33Oxiranes and Oxirenes: Monocyclic12Rates, Kinetics, and Mechanisms of Epoxidation56Enantiomerically pure allylic alcohols: preparation by Candida parapsilosis ATCC 7330 mediated deracemisation48Epoxidation of olefins catalysed by vanadium–salan complexes: a theoretical mechanistic study62Formation of C-O Bonds0Conformational Properties of the Germacradienolide 6-Epidesacetyllaurenobiolide by Theory and NMR Analyses11Prilezhaev Reaction3How reliable are DFT transition structures? Comparison of GGA, hybrid-meta-GGA and meta-GGA functionals244Stereochemically Controlled Asymmetric 1,2-Reduction of Enones Mediated by a Chiral Sulfoxide Moiety and a Lanthanum(III) Ion178R-Lipoxygenase-catalyzed synthesis of a prominent cis-epoxyalcohol from dihomo-γ-linolenic acid: a distinctive transformation compared with S-lipoxygenases10Oxidations1A Tetradentate Ligand for the Enantioselective Ti(IV)-Promoted Oxidation of Sulfides to Sulfoxides: Origin of Enantioselectivity38Asymmetric Allylation of Ketones and Subsequent Tandem Reactions Catalyzed by a Novel Polymer‐Supported Titanium–BINOLate Complex31Highly Efficient Epoxidation of Allylic Alcohols with Hydrogen Peroxide Catalyzed by Peroxoniobate-Based Ionic Liquids44Evaluation of the Katsuki–Sharpless Epoxidation Precatalysts by ESI-FTMS, CID, and IRMPD Spectroscopy19Catalyst Design for Alkene Epoxidation by Molecular Analogues of Heterogeneous Titanium-Silicalite Catalysts69Mechanism of Orbital Interactions in the Sharpless Epoxidation with Ti(IV) Peroxides: A DFT Study8Mechanistic Details of the Sharpless Epoxidation of Allylic Alcohols—A Combined URVA and Local Mode Study7AlCl3-Promoted Intramolecular Indolinone-Quinolone Rearrangement of Spiro[indoline-3,2′-quinoxaline]-2,3′-diones: Easy Access to Quinolino[3,4-b]quinoxalin-6-ones4Mechanism of the Sharpless Epoxidation Reaction: A DFT Study4

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  1. Catalytic oxidations by peroxy, peroxo and oxo metal complexes: an interdisciplinary account with a personal view

    Journal of Organometallic Chemistry · 2002-11-01

    Waldemar Adam, Wolfgang Malisch, Konrad J. Roschmann, Chantu R. Saha‐Möller, Wolfdieter A. Schenk

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  2. Transition-metal complexes for liquid-phase catalytic oxidation: some aspects of industrial reactions and of emerging technologies

    Dalton Transactions · 2003-01-01

    Jean‐Marie Brégeault

    Read original paper ↗ ·

  3. Seasoning Materials Chemistry by Using a Well‐Matured Organic Concept

    Chemistry - A European Journal · 2004-06-21

    Yasushi Yokoyama

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  4. Mechanism of olefin epoxidation with transition metal peroxo complexes: DFT study

    Journal of Structural Chemistry · 2007-01-01

    Ilya V. Yudanov

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  5. Selective Ligand Conversion of Ethylenediamine Tetraacetate to Its Triacetate on Peroxotitanate(IV)

    Inorganic Chemistry · 2007-07-24

    Zhao‐Hui Zhou, Yuanfu Deng, Qiong-Xin Liu, Hualin Zhang, Thomas C. W. Mak, Yuan L. Chow

    Read original paper ↗ ·

  6. Chiral (R)- and (S)-allylic alcohols via a one-pot chemoenzymatic synthesis

    Tetrahedron Asymmetry · 2007-11-01

    Simona Sgalla, Giancarlo Fabrizi, Roberto Cirilli, Alberto Macone, Alessandra Bonamore, Alberto Boffi, Sandro Cacchi

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  7. Oxiranes and Oxirenes: Monocyclic

    Elsevier eBooks · 2008-01-01

    Gregory R. Dake

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  8. Rates, Kinetics, and Mechanisms of Epoxidation

    Elsevier eBooks · 2008-01-01

    Shigeo Ted Oyama

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  9. Enantiomerically pure allylic alcohols: preparation by Candida parapsilosis ATCC 7330 mediated deracemisation

    Tetrahedron Asymmetry · 2008-07-01

    Titu Devamani, Anju Chadha

    Read original paper ↗ ·

  10. Epoxidation of olefins catalysed by vanadium–salan complexes: a theoretical mechanistic study

    Dalton Transactions · 2009-01-01

    Maxim L. Kuznetsov, João Costa Pessoa

    Read original paper ↗ ·

  11. Formation of C-O Bonds

    Elsevier eBooks · 2010-01-01

    Elias James Corey, László Kürti

    Read original paper ↗ ·

  12. Conformational Properties of the Germacradienolide 6-Epidesacetyllaurenobiolide by Theory and NMR Analyses

    The Journal of Organic Chemistry · 2010-03-11

    José E. Barquera‐Lozada, Beatriz Quiroz‐García, Leovigildo Quijano, Gabriel Eduardo Cuevas

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  13. Prilezhaev Reaction

    Comprehensive Organic Name Reactions and Reagents · 2010-09-14

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  14. How reliable are DFT transition structures? Comparison of GGA, hybrid-meta-GGA and meta-GGA functionals

    Organic & Biomolecular Chemistry · 2010-10-25

    Luis Simón, Jonathan M. Goodman

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  15. Stereochemically Controlled Asymmetric 1,2-Reduction of Enones Mediated by a Chiral Sulfoxide Moiety and a Lanthanum(III) Ion

    The Journal of Organic Chemistry · 2011-04-14

    Shigeyasu Motohashi, Kouichi Nagase, Toshinori Nakakita, Takeshi Matsuo, Yoshikazu Yoshida, Takashi Kawakubo, Motofumi Miura, Masaharu Toriyama, Mikhail V. Barybin

    Read original paper ↗ ·

  16. 8R-Lipoxygenase-catalyzed synthesis of a prominent cis-epoxyalcohol from dihomo-γ-linolenic acid: a distinctive transformation compared with S-lipoxygenases

    Journal of Lipid Research · 2011-12-11

    Jing Jin, William E. Boeglin, Jin K. Cha, ALAN R. BRASH

    Read original paper ↗ ·

  17. Oxidations

    Elsevier eBooks · 2012-01-01

    Robert E. Gawley, Jeffrey Aubé

    Read original paper ↗ ·

  18. A Tetradentate Ligand for the Enantioselective Ti(IV)-Promoted Oxidation of Sulfides to Sulfoxides: Origin of Enantioselectivity

    Journal of the American Chemical Society · 2012-10-09

    Timothy R. Newhouse, Xin Li, Megan M. Blewett, Clare M. C. Whitehead, Elias James Corey

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  19. Asymmetric Allylation of Ketones and Subsequent Tandem Reactions Catalyzed by a Novel Polymer‐Supported Titanium–BINOLate Complex

    Chemistry - A European Journal · 2014-04-15

    Jagjit Singh Yadav, Gretchen R. Stanton, Xinyuan Fan, Jerome R. Robinson, Eric J. Schelter, Patrick J. Walsh, Miquel À. Pericàs

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  20. Highly Efficient Epoxidation of Allylic Alcohols with Hydrogen Peroxide Catalyzed by Peroxoniobate-Based Ionic Liquids

    ACS Catalysis · 2016-04-12

    Chen Chen, Haiyang Yuan, Haifeng Wang, Ye‐Feng Yao, Wenbao Ma, Jizhong Chen, Zhenshan Hou

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  21. Evaluation of the Katsuki–Sharpless Epoxidation Precatalysts by ESI-FTMS, CID, and IRMPD Spectroscopy

    The Journal of Physical Chemistry A · 2019-01-10

    André Santos Fernandes, Philippe Maı̂tre, Thiago C. Correra

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  22. Catalyst Design for Alkene Epoxidation by Molecular Analogues of Heterogeneous Titanium-Silicalite Catalysts

    ACS Catalysis · 2020-01-24

    Albert Solé‐Daura, Teng Zhang, Hugo Fouilloux, Carine Robert, C.M. Thomas, Lise‐Marie Chamoreau, Jorge Juan Carbó, Anna Proust, G. Guillemot, Josep Maria Poblet

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  23. Mechanism of Orbital Interactions in the Sharpless Epoxidation with Ti(IV) Peroxides: A DFT Study

    The Journal of Physical Chemistry A · 2021-12-01

    Robert D. Bach, H. Bernhard Schlegel

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  24. Mechanistic Details of the Sharpless Epoxidation of Allylic Alcohols—A Combined URVA and Local Mode Study

    Catalysts · 2022-07-18

    Marek Freindorf, Elfi Kraka

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  25. AlCl3-Promoted Intramolecular Indolinone-Quinolone Rearrangement of Spiro[indoline-3,2′-quinoxaline]-2,3′-diones: Easy Access to Quinolino[3,4-b]quinoxalin-6-ones

    The Journal of Organic Chemistry · 2023-12-27

    Vakhid A. Mamedov, Venera R. Galimullina, Zheng‐Wang Qu, Hui Zhu, Victor V. Syakaev, Leisan R. Shamsutdinova, Мikhail A. Sergeev, Il'dar Kh. Rizvanov, Aidar T. Gubaidullin, Oleg Gerol'dovich Sinyashin, Stefan Grimme

    Read original paper ↗ ·

  26. Mechanism of the Sharpless Epoxidation Reaction: A DFT Study

    The Journal of Physical Chemistry A · 2024-03-07

    Robert D. Bach, H. Bernhard Schlegel

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