Palladium-catalyzed asymmetric allylic alkylation of a-aryl ketones

TY - JOUR

T1 - Palladium-catalyzed asymmetric allylic alkylation of a-aryl ketones

AU - Trost, B.M.

AU - Schroeder, G.M.

AU - Kristensen, Jesper Langgaard

PY - 2002/9/16

Y1 - 2002/9/16

N2 - 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 a-aryl ketones. A broad range of ketone enolates can be tolerated in the reaction, as illustrated by the synthesis of conformationally constrained ß-tetralone in 96% ee (see scheme, DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene).

AB - 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 a-aryl ketones. A broad range of ketone enolates can be tolerated in the reaction, as illustrated by the synthesis of conformationally constrained ß-tetralone in 96% ee (see scheme, DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene).

UR - http://www.scopus.com/inward/record.url?scp=0037119732&partnerID=8YFLogxK

U2 - 10.1002/1521-3773(20020916)41:18<3492::AID-ANIE3492>3.0.CO;2-P

DO - 10.1002/1521-3773(20020916)41:18<3492::AID-ANIE3492>3.0.CO;2-P

M3 - Journal article

AN - SCOPUS:0037119732

SN - 1433-7851

VL - 41

SP - 3492

EP - 3495

JO - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

IS - 18

ER -