General and Functional Group-Tolerable Approach to Allenylsilanes by Rhodium-Catalyzed Coupling between Propargylic Carbonates and a Silylboronate

The Rh-catalyzed coupling reaction between propargylic carbonates and a silylboronate afforded allenylsilanes with different substitution patterns in high yields. The reaction tolerates a variety of functional groups in propargylic carbonates. The reaction of an optically active propargylic carbonat...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2009-12, Vol.11 (24), p.5618-5620
Hauptverfasser: Ohmiya, Hirohisa, Ito, Hideto, Sawamura, Masaya
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The Rh-catalyzed coupling reaction between propargylic carbonates and a silylboronate afforded allenylsilanes with different substitution patterns in high yields. The reaction tolerates a variety of functional groups in propargylic carbonates. The reaction of an optically active propargylic carbonate proceeded with excellent chirality transfer with 1,3-anti stereochemistry to give an axially chiral allenylsilane.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol902339a