Synthesis of a Liphagal–Frondosin C Hybrid and Speculation on the Biosynthesis of the Frondosins

Synthesis of a Liphagal–Frondosin C Hybrid and Speculation on the Biosynthesis of the Frondosins

A hypothesis for the biosynthesis of the frondosins A–E is presented. Synthesis of a liphagal–frondosin C hybrid molecule has been achieved, with the frondosin C 6–7–5–6 ring system being constructed by a photochemical process that follows an intramolecular Paternò–Büchi reaction/fragmentation pat...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2012-03, Vol.14 (6), p.1524-1527
Hauptverfasser: Pepper, Henry P, Kuan, Kevin K. W, George, Jonathan H
Format: Artikel
Sprache:eng
Schlagworte:
Animals
Catalysis
Cyclization
Heterocyclic Compounds, 4 or More Rings - chemical synthesis
Heterocyclic Compounds, 4 or More Rings - chemistry
Marine Biology
Molecular Structure
Porifera - chemistry
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A hypothesis for the biosynthesis of the frondosins A–E is presented. Synthesis of a liphagal–frondosin C hybrid molecule has been achieved, with the frondosin C 6–7–5–6 ring system being constructed by a photochemical process that follows an intramolecular Paternò–Büchi reaction/fragmentation pathway.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol300257v