Concise Formal Synthesis of the Pseudopterosins via Anionic Oxy-Cope/Transannular Michael Addition Cascade

Concise Formal Synthesis of the Pseudopterosins via Anionic Oxy-Cope/Transannular Michael Addition Cascade

An anionic oxy-Cope/transannular Michael addition cascade converts a spirocyclic architecturereadily available by Diels–Alder cycloadditioninto the hydrophenalene carbon skeleton of the pseudopterosin aglycones. Oxidation of the resulting cyclohexenone ring to the phenol that is characteristic of...

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Veröffentlicht in:Organic letters 2020-04, Vol.22 (8), p.2883-2886
Hauptverfasser: Ramella, Vincenzo, Roosen, Philipp C, Vanderwal, Christopher D
Format: Artikel
Sprache:eng
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Zusammenfassung:An anionic oxy-Cope/transannular Michael addition cascade converts a spirocyclic architecturereadily available by Diels–Alder cycloadditioninto the hydrophenalene carbon skeleton of the pseudopterosin aglycones. Oxidation of the resulting cyclohexenone ring to the phenol that is characteristic of the targets completes a short formal synthesis.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c00486