First Total Synthesis of (-)-Pericosine A from (-)-Shikimic Acid: Structure Revision and Determination of the Absolute Configuration of Antitumor Natural Product Pericosine A

First Total Synthesis of (-)-Pericosine A from (-)-Shikimic Acid: Structure Revision and Determination of the Absolute Configuration of Antitumor Natural Product Pericosine A

Abstract The first total synthesis of (-)-pericosine A, methyl (3R,4R,5R,6R)-6-chloro-3,4,5-trihydroxy-1-cyclohex-1-enecarboxylate, from (-)-shikimic acid was accomplished, which led to the revision of the relative configuration and the determination of the absolute configuration of the natural prod...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Synlett 2006-06, Vol.2006 (10), p.1598-1600
Hauptverfasser: Usami, Yoshihide, Horibe, Yusuke, Takaoka, Isao, Ichikawa, Hayato, Arimoto, Masao
Format: Artikel
Sprache:eng
Schlagworte:
letter
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Abstract The first total synthesis of (-)-pericosine A, methyl (3R,4R,5R,6R)-6-chloro-3,4,5-trihydroxy-1-cyclohex-1-enecarboxylate, from (-)-shikimic acid was accomplished, which led to the revision of the relative configuration and the determination of the absolute configuration of the natural product as 3S,4S,5S,6S.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2006-944197