Asymmetric catalysis .104. Double stereoselection in rhodium catalysts in enantioselective hydration of (Z)-alpha-N-acetylaminocinnamic acid

被引:17
作者
Brunner, H
Wagenhuber, L
机构
[1] Inst. für Anorganische Chemie, Universität Regensburg
关键词
catalysis; diphenylphosphine; rhodium; chirality; hydrogenation;
D O I
10.1016/S0022-328X(96)06456-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Optically active rhodium catalysts with double stereoselection were prepared from the optically active chelating phosphanes Diop and Norphos and eta-1,5-cyclooctadiene rhodium complexes which contain the anions of optically active 1,3-diketones and 1,3-ketoimines based on camphor. Use of these complexes in the homogeneous enantioselective hydrogenation of (Z)-alpha-N-acetamidocinnamic acid to N-acetylphenylalanine gave optical inductions up to 90.7% and 92.3% ee for Diop and Norphos complexes, respectively. These results exceed those obtained with the corresponding phosphane-rhodium systems without additional optically active coligands.
引用
收藏
页码:259 / 268
页数:10
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