[5]Ferrocenophane based ligands for stereoselective Rh-catalyzed hydrogenation and Cu-catalyzed Michael addition

被引：16
|
作者：
Almassy, Arnbroz
Barta, Katalin
Francio, Giancarlo
Sebesta, Radovan
Leitner, Walter
Toma, Stefan
机构：
[1] Comenius Univ, Fac Nat Sci, Dept Organ Chem, Bratislava 84215, Slovakia
[2] Rhein Westfal TH, Inst Tech & Macromol Chem, D-52074 Aachen, Germany
来源：
TETRAHEDRON-ASYMMETRY | 2007年 / 18卷 / 16期
关键词：
D O I：
10.1016/j.tetasy.2007.08.011
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A series of homochiral [5]ferrocenophane based N/P, N/S, N/Se, Se/P and P/P ligands was prepared from (R)-N,N-dimethylamino[5]ferrocenophane. These ligands were tested in the Rh-catalyzed hydrogenation of dimethyl itaconate and in Cu-catalyzed Michael addition of Et2Zn to cyclohex-2-enone. The best results in terms of conversion and enantioselectivity in the Rh-catalyzed hydrogenation provided bis(diphenylphosphine) ligand 2h (100% conversion and 95% ee) and aminophosphine 2a in the Cu-catalyzed conjugate addition (100% conversion 84% ee). The enantio selectivity of the Rh-catalyzed hydrogenation of methyl 2-acetamidoacrylate was lower (41% ee). (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1893 / 1898
页数：6
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