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Synthesis 1995; 1995(5): 592-604
DOI: 10.1055/s-1995-3950
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Domino Reactions - New Concepts in the Synthesis of Indole Alkaloids and Other Polycyclic Indole Derivatives

Siegfried Blechert* , Ruth Knier, Harald Schroers, Thomas Wirth
  • *Institut für Organische Chemie, Sekr. C3, Technische Universität Berlin, Straße des 17. Juni 135, D-10623 Berlin, Germany, Fax +49(30)31423619
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Publication Date:
31 December 2000 (online)

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2-Vinylindoles, which are easily accessible via a domino process, are useful synthons for a variety of applications. Subsequent Diels-Alder reactions yield tetrahydrocarbazoles which can be dehydrated to carbazoles such as derivatives of olivacine or elipticine. Cycloadditions with enamine intermediates led to the synthesis of epidasycarpidone.

2-vinylindoles - Diels-Alder reaction - tetrahydrocarbazoles - ellipticine - dasycarpidone

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