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Pure Appl. Chem., 2010, Vol. 82, No. 9, pp. 1813-1826

Published online 2010-06-07

Synthesis of axially chiral bipyridine N,N'‑dioxides and enantioselective allylation of aldehydes

Martin Kotora1,2

1 Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, 128 43 Praha 2, Czech Republic
2 Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo n. 2, 166 10 Praha 6, Czech Republic

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  • Motloch Petr, Valterová Irena, Kotora Martin: Enantioselective Allylation of Thiophene-2-carbaldehyde: Formal Total Synthesis of Duloxetine. Adv. Synth. Catal. 2014, 356, 199. <>
  • Hessler Filip, Korotvička Aleš, Nečas David, Valterová Irena, Kotora Martin: Syntheses of a Flobufen Metabolite and Dapoxetine Based on Enantioselective Allylation of Aromatic Aldehydes. Eur. J. Org. Chem. 2014, n/a. <>
  • Malkov Andrei V., Stončius Sigitas, Bell Mark, Castelluzzo Fabiomassimo, Ramírez-López Pedro, Biedermannová Lada, Langer Vratislav, Rulíšek Lubomír, Kočovský Pavel: Mechanistic Dichotomy in the Asymmetric Allylation of Aldehydes with Allyltrichlorosilanes Catalyzed by Chiral Pyridine N -Oxides. Chem. Eur. J. 2013, 19, 9167. <>
  • Zhao Hongwu, Yue Yuanyuan, Li Hailong, Sheng Zhihui, Yang Zhao, Meng Wei: Asymmetric Synthesis of Novel Axially Chiral 2,2′-Bipyridine N ,N′ -Dioxides Bearing α -Amino Acid Residues and Their Applications in Enantioselective Allylation of Aromatic Aldehydes with Allyltrichlorosilane. Chin. J. Chem. 2013, 31, 485. <>
  • Malkov Andrei V., Barłóg Maciej, Miller-Potucká Lucie, Kabeshov Mikhail A., Farrugia Louis J., Kočovský Pavel: Stereoselective Palladium-Catalyzed Functionalization of Homoallylic Alcohols: A Convenient Synthesis of Di- and Trisubstituted Isoxazolidines and β-Amino-δ-Hydroxy Esters. Chem. Eur. J. 2012, 18, 6873. <>
  • Kwak Jaesung, Ohk Youhwa, Jung Yousung, Chang Sukbok: Rollover Cyclometalation Pathway in Rhodium Catalysis: Dramatic NHC Effects in the C–H Bond Functionalization. J. Am. Chem. Soc. 2012, 134, 17778. <>
  • Monaco Guglielmo, Vignes Chiara, De Piano Francesco, Bosco Assunta, Massa Antonio: Chiral sulfoxides in the enantioselective allylation of aldehydes with allyltrichlorosilane: a kinetic study. Org. Biomol. Chem. 2012, 10, 9650. <>
  • Malkov Andrei V., Kysilka Ondřej, Edgar Mark, Kadlčíková Aneta, Kotora Martin, Kočovský Pavel: A Novel Bifunctional Allyldisilane as a Triple Allylation Reagent in the Stereoselective Synthesis of Trisubstituted Tetrahydrofurans. Chem Eur J 2011, 17, 7162. <>
  • Kotora Martin: ChemInform Abstract: Synthesis of Axially Chiral Bipyridine N,N′-Dioxides and Enantioselective Allylation of Aldehydes. ChemInform 2011, 42, no. <>
  • Eidamshaus Christian, Reissig Hans-Ulrich: Application of novel enantiopure hydroxymethyl-substituted pyridine derivatives in asymmetric catalysis. Tet Asymm 2011, 22, 1644. <>
  • Yus Miguel, González-Gómez José C., Foubelo Francisco: Catalytic Enantioselective Allylation of Carbonyl Compounds and Imines. Chemistry Review 2011, 111, 7774. <>
  • Malkov Andrei V., Barłóg Maciej, Jewkes Yvonne, Mikušek Jiří, Kočovský Pavel: Enantioselective Allylation of α,β-Unsaturated Aldehydes with Allyltrichlorosilane Catalyzed by METHOX. J Org Chem 2011, 76, 4800. <>
  • Kadlčíková Aneta, Vlašaná Klára, Kotora Martin: Enantioselective epoxide ring opening catalyzed by bis(tetrahydroisoquinoline) N,N′-dioxides. Collect Czech Chem Commun 2011, 76, 415. <>
  • Sylla-Iyarreta Veitía Maité, Ferroud Clotilde, Joudat Mounia, Wagner Mathieu, Falguières Annie, Guy Alain: Ready Available Chiral Azapyridinomacrocycles N-Oxides; First Results as Lewis Base Catalysts in Asymmetric Allylation of p-Nitrobenzaldehyde. HETEROCYCLES 2011, 83, 2011. <>