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Pure Appl. Chem., 1996, Vol. 68, No. 1, pp. 89-96

Lewis acids in diastereoselective processes involving acyclic radicals

Y. Guindon, Brigitte Guérin, J. Rancourt, Catherine Chabot, Nicole Mackintosh and W. W. Ogilvie

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  • Godin François, Prévost Michel, Gorelsky Serge I., Mochirian Philippe, Nguyen Maud, Viens Frédérick, Guindon Yvan: Diastereoselective Hydrogen-Transfer Reactions: An Experimental and DFT Study. Chem. Eur. J. 2013, 19, 9308. <>
  • Mochirian Philippe, Godin François, Katsoulis Ioannis, Fontaine Isabelle, Brazeau Jean-François, Guindon Yvan: A Bidirectional Approach to the Synthesis of Polypropionates: Synthesis of C1–C13 Fragment of Zincophorin and Related Isomers. J Org Chern 2011, 76, 7654. <>
  • Yajima Tomoko, Okada Kyoko, Nagano Hajime: Substituent effect on the diastereoselectivity in the chelation-controlled radical reactions of γ-(p-substituted-benzyloxy)-α-methylene esters with alkyl iodides. Tetrahedron 2004, 60, 5683. <>
  • Nagano Hajime, Yokota Misaki, Iwazaki Yukiko: Chelation-controlled highly diastereoselective catalytic hydrogenation of γ-hydroxy-α-methylenecarboxylic acid esters. Tetrahetron Lett 2004, 45, 3035. <>
  • Nagano Hajime, Hara Saori: Highly diastereoselective 7-endo radical cyclization of ethyl α-methylene-γ-(bromomethyl)dimethylsiloxycarboxylates. Tetrahetron Lett 2004, 45, 4329. <>
  • Nagano Hajime, Ohkouchi Hisako, Yajima Tomoko: Remote substituent effect favoring the formation of syn-adducts in the chelation controlled radical reactions of γ-benzyloxy-α-methylenecarboxylic acid esters. Tetrahedron 2003, 59, 3649. <>
  • Enholm Eric J, Lavieri Sophie, Cordóva Tanya, Ghiviriga Ion: 1,3-Diastereocontrol in acyclic radical allylations. Tetrahetron Lett 2003, 44, 531. <>
  • Enholm Eric J., Bhardawaj Ashwin: An asymmetric Kharasch reaction mediated by d-xylose: long range diastereocontrol. Tetrahetron Lett 2003, 44, 3763. <>
  • Jahn Ullrich, Hartmann Philip, Dix Ina, Jones Peter G.: Oxidative Enolate Cyclizations of 6,8-Nonadienoates: Towards the Synthesis of Prostanes. Eur J Org Chem 2002, 2002, 718. <<718::AID-EJOC718>3.0.CO;2-6>
  • Saito Akio, Ito Hisanaka, Taguchi Takeo: A stereoselective preparation of 1-fluorocyclopropane-1-carboxylate derivatives through radical addition of fluoroiodoacetate to alkenes followed by intramolecular substitution reaction. Tetrahedron 2001, 57, 7487. <>
  • Fukuzumi Shunichi, Itoh Shinobu: Catalytic Control of Redox Reactivities of Coenzyme Analogs by Metal Ions. antioxid redox signal 2001, 3, 807. <>
  • Fukuzumi Shunichi, Ohkubo Kei: Quantitative Evaluation of Lewis Acidity of Metal Ions Derived from theg Values of ESR Spectra of Superoxide: Metal Ion Complexes in Relation to the Promoting Effects in Electron Transfer Reactions. Chem Eur J 2000, 6, 4532. <<4532::AID-CHEM4532>3.0.CO;2-9>
  • Linker Torsten: Radikale in der organischen Synthese. Nachr Chem 2000, 48, 912. <>
  • Bertrand M.-P., Gastaldi S., Nouguier R.: Influence of quaternization or coordination of nitrogen with a Lewis acid upon the diastereoselectivity of 5-exo ring closure of β-aminoalkyl radicals. Tetrahedron 1998, 54, 12829. <>
  • Guindon Yvan, Denis Réal C.: Intramolecular oxygen radical additions to α,β-unsaturated esters. Diastereoselective tandem cyclofunctionalization and hydrogen transfer reactions. Tetrahetron Lett 1998, 39, 339. <>
  • Curran Dennis P., Xin Gu, Zhang Wei, Dowd Paul: On the mechanism of the intramolecular samarium Barbier reaction. Probes for formation of radical and organosamarium intermediates. Tetrahedron 1997, 53, 9023. <>
  • Nanni Daniele, Curran Dennis P.: Synthesis and some reactions of the first chiral tin hydride containing a C2-symmetric binaphthyl substituent. Tet Asymm 1996, 7, 2417. <>
  • Nagano Hajime, Azuma Yukiko: Highly Stereoselective Chelation-Controlled Allylation and Deuteration of .ALPHA.-Chiral .ALPHA.,.ALPHA.'-Dialkoxy Radicals. Chem Lett 1996, 845. <>