Fluorous derivatives of (1R,2R)-diaminocyclohexane as chiral ligands for metal-catalyzed asymmetric reactions

被引:23
作者
Bayardon, J
Sinou, D
Holczknecht, O
Mercs, L
Pozzi, G
机构
[1] Univ Lyon 1, CNRS, CPE Lyon, Lab Synth Asymetr, F-69622 Villeurbanne, France
[2] CNR, Ist Sci & Tecnol Mol, I-20133 Milan, Italy
关键词
D O I
10.1016/j.tetasy.2005.05.040
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Perfluoroalkyl-substituted, enantiopure diamines derived from (1R,2R)-diaminocyclohexane were conveniently prepared from readily available precursors. In situ generated metal complexes of these ligands were tested as chiral catalysts in three standard asymmetric reactions (cyclopropanation of styrene, hydrogen transfer reduction of acetophenone, and allylic alkylation of 1,3diphenyl-2-propenyl acetate) affording enantioselectivities of up to 47% in the copper-catalyzed cyclopropanation of styrene. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2319 / 2327
页数:9
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