4.8 Article

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

Journal

ORGANIC LETTERS
Volume 12, Issue 6, Pages 1288-1291

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol100177u

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Funding

  1. National Science Foundation [0846756]
  2. Direct For Mathematical & Physical Scien
  3. Division Of Chemistry [0846756] Funding Source: National Science Foundation

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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 spiroindollnone framework of citrinadins A and B, and cyclopiamine B.

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