Allylic Phosphates and Allylic Phosphinates as Electrophiles in Efficient Silylcupration Reactions of Acetylenes

Atom-efficient stoichiometric silylcupration reactions of acetylenes followed by electrophilic trapping of the intermediate vinylcopper species with allylic phosphates have been developed. The reaction sequence was also carried out with the use of a catalytic amount of CuCN employing of both allylic...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2002-04, Vol.67 (7), p.2136-2143
Hauptverfasser: Liepins, Vilnis, Karlström, A. Sofia E, Bäckvall, Jan-E
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Atom-efficient stoichiometric silylcupration reactions of acetylenes followed by electrophilic trapping of the intermediate vinylcopper species with allylic phosphates have been developed. The reaction sequence was also carried out with the use of a catalytic amount of CuCN employing of both allylic phosphates and allylic phosphinates as electrophiles. The methods developed provide an easy access to silylated 1,4-diene systems.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo016229u