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Pure Appl. Chem., 2003, Vol. 75, No. 10, pp. 1453-1475

http://dx.doi.org/10.1351/pac200375101453

Ring opening of heterocycles by an arene-catalyzed lithiation

Miguel Yus

Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Alicante, Apdo.99, 03080 Alicante, Spain

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  • García Daniel, Foubelo Francisco, Yus Miguel: Reductive Ring-Opening of Phthalan and Isochroman: Application to the Stereoselective Synthesis of Tetrahydroisoquinolines and Tetrahydrobenzazepines. Eur J Org Chem 2010, 2010, 2893. <http://dx.doi.org/10.1002/ejoc.201000111>
  • García Daniel, Moreno Benjamín, Soler Tatiana, Foubelo Francisco, Yus Miguel: Stereoselective synthesis of 3-substituted tetrahydroisoquinolines from phthalan and chiral N-sulfinylimines. Tetrahetron Lett 2009, 50, 4710. <http://dx.doi.org/10.1016/j.tetlet.2009.06.010>
  • Foubelo Francisco, Yus Miguel, García Daniel: Selective Lithiation of 4- and 5-Halophthalans. HETEROCYCLES 2009, 77, 991. <http://dx.doi.org/10.3987/COM-08-S(F)85>
  • García Daniel, Foubelo Francisco, Yus Miguel: Regioselective reductive opening of substituted phthalans: synthetic applications. Tetrahedron 2008, 64, 4275. <http://dx.doi.org/10.1016/j.tet.2008.02.072>
  • Foubelo Francisco, Yus Miguel: Functionalised organolithium compounds by sulfur–lithium exchange. Chem Soc Rev 2008, 37, 2620. <http://dx.doi.org/10.1039/b803415j>
  • Torregrosa Rosario, Pastor Isidro M., Yus Miguel: Isoprene-catalysed lithiation: deprotection and functionalisation of imidazole derivatives. Tetrahedron 2007, 63, 947. <http://dx.doi.org/10.1016/j.tet.2006.11.032>
  • Foubelo Francisco, García Daniel, Moreno Benjamín, Yus Miguel: Regiochemistry in the reductive opening of phthalan derivatives. Tetrahetron Lett 2007, 48, 3379. <http://dx.doi.org/10.1016/j.tetlet.2007.03.069>
  • Melero Cristóbal, Pérez Henoc, Guijarro Albert, Yus Miguel: Reductive dearomatization of biphenyl: sequential one-pot regioselective introduction of two different electrophiles. Tetrahetron Lett 2007, 48, 4105. <http://dx.doi.org/10.1016/j.tetlet.2007.04.013>
  • Yus Miguel, Foubelo Francisco, García Daniel: Cyclic Acetals as Precursors of Substituted Isochromans and Naphthoxepines. HETEROCYCLES 2007, 74, 507. <http://dx.doi.org/10.3987/COM-07-S(W)29>
  • Azzena Ugo, Dettori Giovanna, Sforazzini Giuseppe, Yus Miguel, Foubelo Francisco: Regioselectivity in arene-catalyzed reductive lithiation of acetals of chlorobenzaldehydes. Tetrahedron 2006, 62, 1557. <http://dx.doi.org/10.1016/j.tet.2005.11.006>
  • Gómez Cecilia, Maciá Beatriz, Lillo Victor J., Yus Miguel: [1,2]-Wittig rearrangement from chloromethyl ethers. Tetrahedron 2006, 62, 9832. <http://dx.doi.org/10.1016/j.tet.2006.08.028>
  • Ortiz Rosa, Yus Miguel: Tandem intramolecular carbolithiation–transmetallation: from lithium to copper or boron chemistry. Tetrahedron 2005, 61, 1699. <http://dx.doi.org/10.1016/j.tet.2004.12.047>
  • Yus Miguel, Maciá Beatriz, Gómez Cecilia, Soler Tatiana, Falvello Larry R., Fanwick Phillip E.: Reductive ring opening of cis- and trans-2,3-diphenyloxirane: a common intermediate. Tetrahedron 2005, 61, 3865. <http://dx.doi.org/10.1016/j.tet.2005.01.079>
  • Azzena Ugo, Dettori Giovanna, Pisano Luisa, Siotto Immacolata: Reductive lithiation of 1,3-dimethyl-2-arylimidazolidines. Tetrahedron 2005, 61, 3177. <http://dx.doi.org/10.1016/j.tet.2005.01.093>
  • Behloul Cherif, Guijarro David, Yus Miguel: Desilylation procedure via a naphthalene-catalysed lithiation reaction. Tetrahedron 2005, 61, 6908. <http://dx.doi.org/10.1016/j.tet.2005.03.145>
  • Foubelo Francisco, Moreno Benjamín, Soler Tatiana, Yus Miguel: Reductive ring opening of dihydrodibenzothiepine and dihydrodinaphtho-oxepine and -thiepine. Tetrahedron 2005, 61, 9082. <http://dx.doi.org/10.1016/j.tet.2005.07.042>
  • Behloul Cherif, Guijarro David, Yus Miguel: Deallyloxy- and debenzyloxycarbonylation of protected alcohols, amines and thiols via a naphthalene-catalysed lithiation reaction. Tetrahedron 2005, 61, 9319. <http://dx.doi.org/10.1016/j.tet.2005.07.055>
  • Torregrosa Rosario, Pastor Isidro M., Yus Miguel: Isoprene-catalyzed lithiation of imidazole: synthesis of 2-(hydroxyalkyl)- and 2-(aminoalkyl)imidazoles. Tetrahedron 2005, 61, 11148. <http://dx.doi.org/10.1016/j.tet.2005.09.024>
  • Maciá Beatriz, Gómez Cecilia, Yus Miguel: [2,3]-Wittig rearrangement by a chlorine–lithium exchange. Tetrahetron Lett 2005, 46, 6101. <http://dx.doi.org/10.1016/j.tetlet.2005.06.160>
  • Yus Miguel: Ring Opening of Heterocycles by an Arene-Catalyzed Lithiation. ChemInform 2004, 35. <http://dx.doi.org/10.1002/chin.200404252>
  • D'hooghe Matthias, Kerkaert Inge, Rottiers Mario, De Kimpe Norbert: Ring opening reactions of 1-arenesulfonyl-2-(bromomethyl)aziridines. Tetrahedron 2004, 60, 3637. <http://dx.doi.org/10.1016/j.tet.2004.02.059>
  • Foubelo Francisco, Moreno Benjamı́n, Yus Miguel: Reductive opening of 1H,3H-benzo[de]isochromene: synthesis of 1,8-difunctionalised naphthalenes. Tetrahedron 2004, 60, 4655. <http://dx.doi.org/10.1016/j.tet.2004.03.071>
  • Foubelo Francisco, Moreno Benjamín, Yus Miguel: Reductive opening of 2,7-dihydrodinaphthoxepine and thiepine: easy regioselective preparation of 2,2′-difunctionalised binaphthyls. Tetrahetron Lett 2004, 45, 8983. <http://dx.doi.org/10.1016/j.tetlet.2004.10.041>