Palladium-Catalyzed Asymmetric Allylic Alkylation of α-Aryl Ketones

Quaternary centers can be created asymmetrically in high enantiomeric excess by the proper choice of ligand and metal cation in the Pd‐catalyzed asymmetric allylic alkylation of α‐aryl ketones. A broad range of ketone enolates can be tolerated in the reaction, as illustrated by the synthesis of conf...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Angewandte Chemie International Edition 2002-09, Vol.41 (18), p.3492-3495
Hauptverfasser:	Trost, Barry M., Schroeder, Gretchen M., Kristensen, Jesper
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkylation aryl ketones asymmetric catalysis Catalysis enantioselectivity Ketones - chemistry ligand effects Naphthalenes - chemistry palladium Palladium - chemistry Tetralones
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	Quaternary centers can be created asymmetrically in high enantiomeric excess by the proper choice of ligand and metal cation in the Pd‐catalyzed asymmetric allylic alkylation of α‐aryl ketones. A broad range of ketone enolates can be tolerated in the reaction, as illustrated by the synthesis of conformationally constrained β‐tetralone in 96 % ee (see scheme, DBU=1,8‐diazabicyclo[5.4.0]undec‐7‐ene).
ISSN:	1433-7851 1521-3773
DOI:	10.1002/1521-3773(20020916)41:18<3492::AID-ANIE3492>3.0.CO;2-P