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

Enantioselective hydrogenation of 2-methyl-2-pentenoic acid over cinchonidine-modified Pd/alumina
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2-甲基-2-戊烯酸在辛可尼定修饰的 Pd/氧化铝上的对映选择性氢化

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发表时间:
1996
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影响因子:
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通讯作者:
A. Baiker
A. Baiker
中科院分区:
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文献类型:
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作者:
K. Borszéky;T. Mallát;A. Baiker

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用辛可尼定-Pd/Al_2 O_3催化剂体系氢化α,β-不饱和羧酸制备了手性链烷酸,其(S)对映体过量达52%。有利条件是:高表面氢浓度(~ 60巴氢压力,低催化剂浓度和非极性溶剂),接近环境温度和辛可尼定/反应物摩尔比至少为0.4mol%。它建议,高的氢溶解度和2-甲基-2-戊烯酸反应物的存在下,作为二聚体是有利的对映体分化。
A chiral alkanoic acid was prepared with up to 52% excess of the (S) enantiomer by hydrogenating anα,β-unsaturated carboxylic acid with a cinchonidine-Pd/Al2O3 catalyst system. Favourable conditions are: high surface hydrogen concentration (⩾ 60 bar hydrogen pressure, low catalyst concentration and apolar solvents), near ambient temperature and a cinchonidine/reactantmolar 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.