A Palladium-Catalyzed Three-Component-Coupling Strategy for the Differential Vicinal Diarylation of Terminal 1,3-Dienes

A Palladium-Catalyzed Three-Component-Coupling Strategy for the Differential Vicinal Diarylation of Terminal 1,3-Dienes

A palladium-catalyzed intermolecular vicinal diarylation of terminal 1,3-dienes using aryldiazonium tetrafluoroborates and arylboronic acids is reported. Using this technology, two different arenes are regioselectively introduced in a vicinal fashion across the terminal alkene of a variety of termin...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2014-09, Vol.16 (17), p.4666-4669
Hauptverfasser: Stokes, Benjamin J, Liao, Longyan, de Andrade, Aline Mendes, Wang, Qiaofeng, Sigman, Matthew S
Format: Artikel
Sprache:eng
Schlagworte:
Alkadienes - chemistry
Alkenes - chemical synthesis
Alkenes - chemistry
Boronic Acids - chemistry
Catalysis
Letter
Ligands
Molecular Structure
Palladium - chemistry
Stereoisomerism
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A palladium-catalyzed intermolecular vicinal diarylation of terminal 1,3-dienes using aryldiazonium tetrafluoroborates and arylboronic acids is reported. Using this technology, two different arenes are regioselectively introduced in a vicinal fashion across the terminal alkene of a variety of terminal 1,3-dienes at ambient temperature. Through the action of a chiral bicyclo­[2.2.2]­octa­dienyl ligand at −20 °C, good enantioselectivity has also been achieved.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol502279u