Synthesis of chiral β-aminophosphonates via Rh-catalyzed asymmetric hydrogenation of β-amido-vinylphosphonates

被引：29
|
作者：
Kadyrov, Renat [1 ,2 ]
Holz, Jens
Schaeffner, Benjamin
Zayas, Odalys [3 ]
Almena, Juan [1 ]
Boerner, Armin [1 ,2 ]
机构：
[1] Univ Rostock, Leibniz Inst Katalyse, D-18059 Rostock, Germany
[2] Evonik Ind, D-63457 Hanau, Germany
[3] Univ Rostock, Inst Chem, D-18059 Rostock, Germany
来源：
TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 10期
关键词：
D O I：
10.1016/j.tetasy.2008.04.019
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The Rh-catalyzed asymmetric hydrogenation of prochiral beta-N-acetylamino-vinylphosphoniites allows the preparation of chiral beta-N-acetylamino-phosphonates with excellent yields (up to 100%) and. high enantioselectivities (up to 92% ee). The reaction is strongly dependent on the chiral bidentate phosphorus ligand and the solvent employed. In several cases an inversion of the induced chirality was noted by using the corresponding E- or Z-isomeric substrates. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1189 / 1192
页数：4
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