A Versatile Total Synthesis of Trachycladines A and B and Their Analogues

The synthesis of marine nucleosides trachycladines A and B and two nucleoside analogues was accomplished following a versatile and high‐yielding scheme starting from D‐ribose. The key step involved a regio‐ and stereoselective direct Vorbrüggen glycosylation reaction between the appropriate nucleoba...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:European journal of organic chemistry 2014-12, Vol.2014 (36), p.8160-8166
Hauptverfasser: Peitsinis, Zisis V., Melidou, Dafni A., Stefanakis, John G., Evgenidou, Helen, Koumbis, Alexandros E.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The synthesis of marine nucleosides trachycladines A and B and two nucleoside analogues was accomplished following a versatile and high‐yielding scheme starting from D‐ribose. The key step involved a regio‐ and stereoselective direct Vorbrüggen glycosylation reaction between the appropriate nucleobase and a common intermediate, 2‐C‐methyl‐D‐5‐deoxyribofuranose triacetate. Marine nucleosides trachycladines A and B were synthesized from D‐ribose, using a versatile and high‐yielding scheme. The same approach was followed to prepare two analogues.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201403091