Heterocycles

First total synthesis of korupensamines A and B

G Bringmann, R Götz, PA Keller, R Walter, P Henschel…

Index: Bringmann, Gerhard; Goetz, Roland; Keller, Paul A.; Walter, Rainer; Henschel, Petra; et al. Heterocycles, 1994 , vol. 39, # 2 p. 503 - 508

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Citation Number: 43

Abstract

The first total synthesis of korupensamines A (1a) and B (1b), highly polar naphthylisoquinoline alkaloids and, simultaneously, monomeric building blocks of the michellamines, is described. Key step is the Pd II 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.