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Synthesis of Functionalized Bicyclic Imines via Intramolecular Azide-Alkene 1,3-Dipolar Cycloaddition/Intramolecular Stork Alkylation Cascade Reaction

  1. Irene de Miguel,
  2. Marina Velado,
  3. Bernardo Herradón,
  4. Enrique Mann*

Article first published online: 1 FEB 2013

DOI: 10.1002/adsc.201201027

Issue

Advanced Synthesis & Catalysis

Advanced Synthesis & Catalysis

Volume 355, Issue 7, pages 1237–1242, May 3, 2013

Additional Information

How to Cite

de Miguel, I., Velado, M., Herradón, B. and Mann, E. (2013), Synthesis of Functionalized Bicyclic Imines via Intramolecular Azide-Alkene 1,3-Dipolar Cycloaddition/Intramolecular Stork Alkylation Cascade Reaction. Adv. Synth. Catal., 355: 1237–1242. doi: 10.1002/adsc.201201027

Author Information

  1. Instituto de Química Orgánica General, CSIC, Juan de la Cierva 3, 28006 Madrid, Spain

*Instituto de Química Orgánica General, CSIC, Juan de la Cierva 3, 28006 Madrid, Spain

Publication History

  1. Issue published online: 10 MAY 2013
  2. Article first published online: 1 FEB 2013
  3. Manuscript Received: 20 NOV 2012

Funded by

  • Spanish Ministry of Economy and Competitivity. Grant Numbers: Project CTQ2010-19295, Project CTQ2007-28978-E
  • Spanish National Research Council (CSIC)

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Keywords:

  • azides;
  • cycloaddition;
  • piperideines;
  • pyrrolines;
  • Stork alkylation

Abstract

A cascade intramolecular azide-alkene 1,3-dipolar cycloaddition/Stork alkylation reaction has been developed for the synthesis of functionalized cyclic imines with a pyrroline and piperideine structures, employing readily available ω-azidodienes.

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