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Communication | Special issue | Vol 39, No. 2, 1994, pp.503-508
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S(B)79
First Total Synthesis of Korupensamines A and B

Gerhard Bringmann,* Roland Götz, Paul A. Keller, Rainer Walter, Petra Henschel, Manuela Schäffer, Michaela Stäblein, T. Ross Kelly, and Michael R. Boyd

*Institüte of Organic Chemistry, University of Würzburg, Am Hubland, D-97074 Würzburg, Germany


The first total synthesis of korupensamines A (1a) and B (1b), highly polar naphthylisoquinoline alkaloids and, simultaneously, ‘mono-meric building blocks’ of the michellamines, is described. Key step is the PdII catalyzed intermolecular biaryl coupling of the two appropriately protected naphthalene and isoquinoline moieties (10) and (11), with the coupling positions activated by bromine and trialkylstannane substituents respectively.