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Synlett 1997; 1997(9): 1108-1110
DOI: 10.1055/s-1997-1527
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Transition Metal Complexes in Organic Synthesis, Part 39. First Total Synthesis of the Potent Neuronal Cell Protecting Substance (±)-Carquinostatin A via Iron- and Nickel-Mediated Coupling Reactions

Hans-Joachim Knölker* , Wolfgang Fröhner
  • *Institut für Organische Chemie, Universität Karlsruhe, Richard-Willstätter-Allee, D-76131 Karlsruhe, Germany, Fax: +49(721)698-529; E-mail: knoe@ochhades.chemie.uni-karlsruhe.de
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Publication Date:
31 December 2000 (online)

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The first total synthesis of the potent neuronal cell protecting carbazole alkaloid (±)-carquinostatin A was achieved by using an iron-mediated construction of the carbazole framework and a regioselective nickel-mediated prenylation as the key-steps.

carbazole alkaloids - tricarbonyliron-diene complexes - electrophilic aromatic substitution - oxidative cyclization - nickel-mediated prenylation