Applications of enantiopure 4,5-diphenyl substituted box and pybox ligands in asymmetric catalysis

被引:34
作者
Bayardon, J
Sinou, D
Guala, M
Desimoni, G
机构
[1] Univ Claude Bernard Lyon 1, CNRS, CPE Lyon, Lab Synth Asymetr, F-69622 Villeurbanne, France
[2] Univ Pavia, Dept Organ Chem, I-27100 Pavia, Italy
关键词
D O I
10.1016/j.tetasy.2004.08.030
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Enantioselectivities of 95-98% have been obtained in the palladium-catalyzed alkylation of rac-3-acetoxy-1,3-diphenyl-1-propene with dimethyl malonate using 4,5-diphenyl substituted bis(oxazoline) as the chiral ligands, whatever the configuration at C-5. The copper-catalyzed allylic oxidation of various cycloalkenes gave the corresponding allylic esters with enantioselectivities up to 84% using the 4,5-diphenyl substituted bis(oxazoline). Lower enantioselectivities were obtained using the corresponding 4,5-diphenyl substituted pyridine-bis(oxazoline), the higher enantioselectivity being observed with the cis-stereoisomer. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3195 / 3200
页数:6
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