Enantioselective hydrogenation of 2-methyl-2-pentenoic acid over cinchonidine-modified Pd/alumina

被引:86
作者
Borszeky, K [1 ]
Mallat, T [1 ]
Baiker, A [1 ]
机构
[1] SWISS FED INST TECHNOL,DEPT CHEM ENGN & IND CHEM,ETH ZENTRUM,CH-8092 ZURICH,SWITZERLAND
关键词
enantioselective; hydrogenation; cinchonidine; Pd/alumina; methylpentenoic acid;
D O I
10.1007/BF00811491
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A chiral alkanoic acid was prepared with up to 52% excess of the (S) enantiomer by hydrogenating alpha,beta-unsaturated carboxylic acid with a cinchonidine-Pd/Al2O3 catalyst system. Favourable conditions are: high surface hydrogen concentration (greater than or equal to 60 bar hydrogen pressure, low catalyst concentration and apolar solvents), near ambient temperature and a cinchonidine/reactant molar ratio of at least 0.4 mol%. It is proposed that high hydrogen solubility and the presence of 2-methyl-2-pentenoic acid reactant as dimers are advantageous for enantiodifferentiation.
引用
收藏
页码:199 / 202
页数:4
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