Communication

Polymer-Bound Pyridine-Bis(oxazoline). Preparation through Click Chemistry and Evaluation in Asymmetric Catalysis

  1. Mélanie Tilliet1,2,
  2. Stina Lundgren2,
  3. Christina Moberg2,
  4. Vincent Levacher1

Article first published online: 11 SEP 2007

DOI: 10.1002/adsc.200700112

Issue

Advanced Synthesis & Catalysis

Advanced Synthesis & Catalysis

Volume 349, Issue 13, pages 2079–2084, September 3, 2007

Additional Information

How to Cite

Tilliet, M., Lundgren, S., Moberg, C. and Levacher, V. (2007), Polymer-Bound Pyridine-Bis(oxazoline). Preparation through Click Chemistry and Evaluation in Asymmetric Catalysis. Adv. Synth. Catal., 349: 2079–2084. doi: 10.1002/adsc.200700112

Author Information

  1. 1

    Laboratoire de Chimie Organique Fine et Hétérocyclique, UMR 6014, IRCOF, CNRS, Université et INSA de Rouen. B.P. 08, 76131 Mont-Saint-Aignan Cédex, France, Fax: (+33)-(0)-2-3552-2962;

  2. 2

    KTH School of Chemical Science and Engineering, Organic Chemistry, 100 44 Stockholm, Sweden;

Publication History

  1. Issue published online: 18 SEP 2007
  2. Article first published online: 11 SEP 2007
  3. Manuscript Revised: 6 JUL 2007
  4. Manuscript Received: 28 FEB 2007

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Keywords:

  • asymmetric catalysis;
  • click chemistry;
  • copper(I);
  • immobilization;
  • lanthanides;
  • pybox

Abstract

A pyridine-bis(oxazoline) ligand was efficiently immobilized by copper(I)-catalyzed azide-alkyne cycloaddition onto a polystyrene resin. The so obtained click-pybox resin 1a was associated with various metal salts (YbCl3, LuCl3, CuOTf) and the resulting resin-bound catalysts were explored in ring-opening of cyclohexene oxide, silylcyanation of benzaldehyde and alkynylation of imines. These new polymer-supported catalysts exhibit good to excellent performances in terms of catalytic activity, enantioselectivity and recyclability.

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