Increased enantioselectivity in the presence of benzylamine in the heterogeneous hydrogenation of α,β-unsaturated carboxylic acids

Increased enantioselectivity in the presence of benzylamine in the heterogeneous hydrogenation of α,β-unsaturated carboxylic acids
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在 α,β-不饱和羧酸的非均相氢化中,苯甲胺存在下对映选择性增加

DOI:
10.1016/j.jcat.2005.01.023
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发表时间:
2005
影响因子:
7.3
通讯作者:
M. Bartók
M. Bartók
中科院分区:
化学1区
文献类型:
--
作者:
G. Szöllösi;T. Hanaoka;S. Niwa;F. Mizukami;M. Bartók

文献摘要

被引文献

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在辛可尼定修饰的5%Pd/Al 2 O3催化剂上,使用1当量的苄胺可提高α,β-不饱和羧酸的非均相催化加氢反应的对映选择性。胺添加剂的有益效果取决于底物结构。最高的效果,一个超过六倍的对映体过量的增加,得到在氢化的衣康酸。本文首次报道了前手性α,β-不饱和二元羧酸在负载型多相金属催化剂上的不对称选择性加氢反应。
The use of one equivalent of benzylamine increased the enantioselectivity in the heterogeneous catalytic hydrogenation of α,β-unsaturated carboxylic acids over cinchonidine-modified 5% Pd/Al2O3catalyst. The beneficial effect of the amine additive was dependent on substrate structure. The highest effect, a more than sixfold increase in the enantiomeric excess, was obtained in the hydrogenation of itaconic acid. This is the first report on the enantioselective hydrogenation of a prochiral α,β-unsaturated dicarboxylic acid over a supported heterogeneous metal catalyst.