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Synthetic Communications

An International Journal for Rapid Communication of Synthetic Organic Chemistry

Volume 31, 2001 - Issue 3

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PREPARATION OF 2,3-EPOXYCYCLOALKANONES FROM BICYCLO[n.1.0]ALKAN-1-OLS

Jean-Pierre Barnier Laboratoire des Carbocycles (Associ è au CNRS), Institut de Chimie Molèculaire d'Orsay, Universitè de Paris-Sud, Bât. 420, Orsay, 91405, France

Vèronique Morisson Laboratoire des Carbocycles (Associ è au CNRS), Institut de Chimie Molèculaire d'Orsay, Universitè de Paris-Sud, Bât. 420, Orsay, 91405, France

Luis Blanco Laboratoire des Carbocycles (Associ è au CNRS), Institut de Chimie Molèculaire d'Orsay, Universitè de Paris-Sud, Bât. 420, Orsay, 91405, France

Pages 349-357 | Received 13 Jan 2000, Published online: 09 Nov 2006

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https://doi.org/10.1081/SCC-100000523

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Tyler R. McDonald, L. Reginald Mills, Michael S. West & Sophie A. L. Rousseaux. (2020) Selective Carbon–Carbon Bond Cleavage of Cyclopropanols. Chemical Reviews 121:1, pages 3-79.
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Cheng Xiong, Kunpeng Cheng, Jiahua Wang, Fulai Yang, Jinrong Lu & Qingfa Zhou. (2020) Iodine-Catalyzed Aerobic Oxidation of Spirovinylcyclopropyl Oxindoles to Form Spiro-1,2-dioxolanes Diastereoselectively. The Journal of Organic Chemistry 85:14, pages 9386-9395.
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Alexis Pinet, Bruno Figadère & Laurent Ferrié. (2019) Access to Functionalized 3,5‐Disubstituted 1,2‐Dioxolanes under Mild Conditions through Indium(III) Chloride/Trimethylsilyl Chloride or Scandium(III) Triflate Catalysis. Advanced Synthesis & Catalysis 362:5, pages 1190-1194.
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Shorena Gelozia, Yonghoon Kwon, Robert McDonald & F. G. West. (2018) One‐Pot Generation of Bicyclo[3.1.0]hexanols and Cyclohexanones by Double Interrupted Nazarov Reactions. Chemistry – A European Journal 24:23, pages 6052-6056.
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Gábor Zoltán Elek, Victor Borovkov, Margus Lopp & Dzmitry G. Kananovich. (2017) Enantioselective One-Pot Synthesis of α,β-Epoxy Ketones via Aerobic Oxidation of Cyclopropanols. Organic Letters 19:13, pages 3544-3547.
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Yi-Si Feng, Yong-Jin Shu, Ping Cao, Tao Xu & Hua-Jian Xu. (2017) Copper( i )-catalyzed ring-opening cyanation of cyclopropanols . Organic & Biomolecular Chemistry 15:17, pages 3590-3593.
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Alexander O Terent'ev, Dmitry A Borisov, Vera A Vil’ & Valery M Dembitsky. (2014) Synthesis of five- and six-membered cyclic organic peroxides: Key transformations into peroxide ring-retaining products. Beilstein Journal of Organic Chemistry 10, pages 34-114.
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Olga Lifchits, Manuel Mahlau, Corinna M. Reisinger, Anna Lee, Christophe Farès, Iakov Polyak, Gopinadhanpillai Gopakumar, Walter Thiel & Benjamin List. (2013) The Cinchona Primary Amine-Catalyzed Asymmetric Epoxidation and Hydroperoxidation of α,β-Unsaturated Carbonyl Compounds with Hydrogen Peroxide. Journal of the American Chemical Society 135:17, pages 6677-6693.
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Corinna ReisingerCorinna Reisinger. 2012. Epoxidations and Hydroperoxidations of α,β-Unsaturated Ketones. Epoxidations and Hydroperoxidations of α,β-Unsaturated Ketones 45 139 .

Corinna ReisingerCorinna Reisinger. 2012. Epoxidations and Hydroperoxidations of α,β-Unsaturated Ketones. Epoxidations and Hydroperoxidations of α,β-Unsaturated Ketones 5 40 .

Dmitry A. Astashko & Vladimir I. Tyvorskii. (2011) A convenient route to 2,6-dialkyl-2,3-dihydro-4H-pyran-4-ones via oxidative cleavage of protected 1-(2-oxoalkyl)-cyclopropanols. Synthesis of (±)-hepialone and its natural congener. Tetrahedron Letters 52:37, pages 4792-4794.
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Ullrich Jahn. 2012. Radicals in Synthesis III. Radicals in Synthesis III 191 322 .

Takuma Tsubusaki & Hiroshi Nishino. (2009) Formation of 1,2-dioxolanes using Mn(III)-based reaction of various arylacetylenes with 2,4-pentanedione and related reaction. Tetrahedron 65:18, pages 3745-3752.
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Corinna M. Reisinger, Xingwang Wang & Benjamin List. (2008) Catalytic Asymmetric Hydroperoxidation of α,β-Unsaturated Ketones: An Approach to Enantiopure Peroxyhemiketals, Epoxides, and Aldols. Angewandte Chemie International Edition 47:42, pages 8112-8115.
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Corinna M. Reisinger, Xingwang Wang & Benjamin List. (2008) Katalytische asymmetrische Hydroperoxidierung von α,β‐ungesättigten Ketonen: Zugang zu enantiomerenreinen Peroxyhemiketalen, Epoxiden und Aldolprodukten. Angewandte Chemie 120:42, pages 8232-8235.
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Asha Chaubey, Rajinder Parshad, Surrinder Koul, Subhash C. Taneja & Ghulam N. Qazi. (2006) Enantioselectivity modulation through immobilization of Arthrobacter sp. lipase: Kinetic resolution of fluoxetine intermediate. Journal of Molecular Catalysis B: Enzymatic 42:1-2, pages 39-44.
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Frédéric Lecornué, Renée Paugam & Jean Ollivier. (2005) Strategies for the Total Asymmetric Synthesis of Heliannuols K and L: Scope and Limitations. European Journal of Organic Chemistry 2005:12, pages 2589-2598.
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Oleg G. Kulinkovich. (2003) The Chemistry of Cyclopropanols. Chemical Reviews 103:7, pages 2597-2632.
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Jean‐Pierre Barnier, Veronique Morisson & Luis Blanco. (2010) ChemInform Abstract: Preparation of 2,3‐Epoxycycloalkanones from Bicyclo[n.1.0]alkan‐1‐ols.. ChemInform 32:31.
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PREPARATION OF 2,3-EPOXYCYCLOALKANONES FROM BICYCLO[n.1.0]ALKAN-1-OLS

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PREPARATION OF 2,3-EPOXYCYCLOALKANONES FROM BICYCLO[n.1.0]ALKAN-1-OLS

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