Enantioselective hydrogenation of arecaidine over cinchona alkaloid-modified palladium catalyst:: A novel route to enantioenriched nipecotic acid derivatives

被引:16
作者
Szollosi, Gyoergy [1 ]
Szori, Kornel [1 ]
Bartok, Mihaly [1 ,2 ]
机构
[1] Univ Szeged, Hungarian Acad Sci, Stereochem Res Grp, H-6720 Szeged, Hungary
[2] Univ Szeged, Dept Organ Chem, H-6720 Szeged, Hungary
基金
匈牙利科学研究基金会;
关键词
hydrogenation; enantioselective; cinchona alkaloid; palladium catalyst; nipecotic acid; N-heterocyclic; carboxylic acids;
D O I
10.1016/j.jcat.2008.04.007
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
The hydrogenation of N-methyl-3,4-dehydronipecotic acid (arecaidine) over Pd/Al2O3 catalyst in presence of cinchona alkaloids and benzylamine additive results in the quantitative formation of N-methylnipecotic acid in good (up to 60%) optical purity. The reaction is a novel example of the efficient use of chirally modified heterogeneous metal catalysts allowing the preparation of enantioenriched N-heterocyclic carboxylic acids. (c) 2008 Elsevier Inc. All rights reserved.
引用
收藏
页码:349 / 352
页数:4
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