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Tricyclic Alkaloid Core Structures Assembled by a Cyclotrimerization−Coupled Intramolecular Nucleophilic Substitution Reaction

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journal contribution
posted on 19.03.2010, 00:00 by Andrew L. McIver, Alexander Deiters
A facile approach to tricyclic alkaloid core structures was developed by sequencing a pyridine-forming [2 + 2 + 2] cyclotrimerization reaction with an intramolecular nucleophilic substitution. This methodology enabled the facile assembly of the spiroindolinone framework of citrinadins A and B, and cyclopiamine B.