Synthesis of Pandamarilactone‑1

Synthesis of Pandamarilactone‑1

The first total synthesis of pan­damari­lactone-1, an alkaloid of Pandanus amaryllifolius, is reported. The nine-step synthesis features furan oxidation with singlet oxygen and then spiro-N,O-acetalization and elimination to generate the natural product and further Pandanus alkaloids, pan­damari­lac...

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Veröffentlicht in:Organic letters 2014-02, Vol.16 (3), p.884-887
Hauptverfasser: Seah, Kang Yee, Macnaughton, Sarah J, Dallimore, Jonathan W. P, Robertson, Jeremy
Format: Artikel
Sprache:eng
Schlagworte:
Alkaloids - chemical synthesis
Alkaloids - chemistry
Lactones - chemical synthesis
Lactones - chemistry
Letter
Molecular Structure
Pandanaceae - chemistry
Pyrrolidines - chemical synthesis
Pyrrolidines - chemistry
Stereoisomerism
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Zusammenfassung:The first total synthesis of pan­damari­lactone-1, an alkaloid of Pandanus amaryllifolius, is reported. The nine-step synthesis features furan oxidation with singlet oxygen and then spiro-N,O-acetalization and elimination to generate the natural product and further Pandanus alkaloids, pan­damari­lacto­nines A–D.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol4036424