Zuschrift

Ru-Catalyzed Anti-Markovnikov Addition of Amides to Alkynes: A Regio- and Stereoselective Synthesis of Enamides†

  1. Lukas J. Gooßen Dr.1,2,
  2. Jan E. Rauhaus1,
  3. Guojun Deng1

Article first published online: 27 MAY 2005

DOI: 10.1002/ange.200462844

Issue

Angewandte Chemie

Angewandte Chemie

Volume 117, Issue 26, pages 4110–4113, June 27, 2005

Additional Information

How to Cite

Gooßen, L. J., Rauhaus, J. E. and Deng, G. (2005), Ru-Catalyzed Anti-Markovnikov Addition of Amides to Alkynes: A Regio- and Stereoselective Synthesis of Enamides. Angewandte Chemie, 117: 4110–4113. doi: 10.1002/ange.200462844

Author Information

  1. 1

    Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany

  2. 2

    New address: Institut für Organische Chemie, Rheinisch-Westfälische Technische Hochschule Aachen, Professor Pirlet Str. 1, 52074 Aachen, Germany, Fax: (+49) 241-80-93663

  1. †

    We thank Prof. Dr. H.-J. Altenbach for helpful discussions, Martina Eckardt for technical assistance, Prof. Dr. M. T. Reetz for generous support and constant encouragement, and the DFG, the FCI, and the BMBF for financial support.

Publication History

  1. Issue published online: 17 JUN 2005
  2. Article first published online: 27 MAY 2005
  3. Manuscript Revised: 24 MAR 2005
  4. Manuscript Received: 7 DEC 2004

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Keywords:

  • Alkine;
  • Amide;
  • Enamide;
  • Homogene Katalyse;
  • Hydroamidierungen;
  • Ruthenium

Graphical Abstract

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Die basenfreie Anti-Markownikow-Addition von sekundären Amiden, Aniliden, Lactamen, Harnstoffderivaten, Bislactamen und Carbamaten an terminale Alkine gelingt erstmalig durch eine rutheniumkatalysierte Reaktion. Zwei komplementäre Protokolle führen jeweils stereoselektiv zu den E- oder Z-Isomeren (siehe Schema; cod=Cycloocta-1,5-dien; DMAP=4-(N,N-Dimethylamino)pyridin).

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