Asymmetric Sequential Allylic Transfer Reaction for the Synthesis of 2-(1-Stannylvinyl)-1,3-diols: Concise Synthesis of (−)-Avenaciolide and (−)-Isoavenaciolide

Asymmetric Sequential Allylic Transfer Reaction for the Synthesis of 2-(1-Stannylvinyl)-1,3-diols: Concise Synthesis of (−)-Avenaciolide and (−)-Isoavenaciolide

More adventures of tin–tin: The stereospecific synthesis of 2‐stannylvinyl‐1,3‐diols was achieved through a one‐pot allylic transfer/distannation/allylic transfer reaction sequence (see scheme). The method was applied to the concise asymmetric syntheses of (−)‐avenaciolide and (−)‐isoavenaciolide....

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2006-02, Vol.45 (10), p.1553-1556
Hauptverfasser: Yu, Chan-Mo, Youn, Jinsuop, Jung, Juyoung
Format: Artikel
Sprache:eng
Schlagworte:
asymmetric synthesis
boranes
natural products
synthetic methods
tin
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:More adventures of tin–tin: The stereospecific synthesis of 2‐stannylvinyl‐1,3‐diols was achieved through a one‐pot allylic transfer/distannation/allylic transfer reaction sequence (see scheme). The method was applied to the concise asymmetric syntheses of (−)‐avenaciolide and (−)‐isoavenaciolide.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200503863