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...

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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
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creator	Trost, Barry M. Schroeder, Gretchen M. Kristensen, Jesper
description	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).
doi_str_mv	10.1002/1521-3773(20020916)41:18<3492::AID-ANIE3492>3.0.CO;2-P
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subjects	Alkylation aryl ketones asymmetric catalysis Catalysis enantioselectivity Ketones - chemistry ligand effects Naphthalenes - chemistry palladium Palladium - chemistry Tetralones
title	Palladium-Catalyzed Asymmetric Allylic Alkylation of α-Aryl Ketones
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