Biomimetic Three-Component Assembly of the Central Core of Halichonadins K and L

The one‐step cascade assembly of the central core of halichonadins K and L, two dimeric sesquiterpenoids of marine origin, is described for a model system providing suitable conditions towards the total synthesis of the two molecules. A biomimetic multicomponent reaction involving a glycine, a C5 un...

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Veröffentlicht in:European journal of organic chemistry 2013-01, Vol.2013 (3), p.453-455
Hauptverfasser: Senejoux, François, Evanno, Laurent, Poupon, Erwan
Format: Artikel
Sprache:eng
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Zusammenfassung:The one‐step cascade assembly of the central core of halichonadins K and L, two dimeric sesquiterpenoids of marine origin, is described for a model system providing suitable conditions towards the total synthesis of the two molecules. A biomimetic multicomponent reaction involving a glycine, a C5 unit presumably derived from lysine, and an isocyanide mimic of the terpene decalins is studied. A one‐pot multicomponent reaction involving the reaction of an isocyanide with an in situ generated dihydropyridinium salt permits a straightforward access to a biomimetic model of the recently isolated halichonadins K and L.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201201316