4.4 Article

Approach to the Core Structure of the Polycyclic Alkaloid Palhinine A

Journal

SYNLETT
Volume 24, Issue 8, Pages 955-958

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0032-1316899

Keywords

palhinine A; domino Michael reaction; X-ray crystal structure; Arndt-Eistert homologation; intramolecular aldol reaction

Funding

  1. Deutsche Forschungsgemeinschaft
  2. Fonds der Chemischen Industrie

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A synthesis of the tricyclic partly substituted core structure of palhinine A was achieved. To reach the bicyclo[2.2.2]octane motif a domino Michael reaction was employed as a key step. After Arndt-Eistert homologation and intramolecular aldol reaction the isotwistane core could be obtained after simple functional-group manipulations.

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