Heterogeneous asymmetric reactions.: 23.: Enantioselective hydrogenation of ethyl pyruvate over cinchonine- and α-isocinchonine-modified platinum catalysts

被引：18

作者：

Bartók, M

Török, B

Balázsik, K

Bartók, T

机构：

[1] Hungarian Acad Sci, Organ Catalysis Res Grp, H-6720 Szeged, Hungary

[2] Univ Szeged, Dept Organ Chem, H-6720 Szeged, Hungary

[3] Cereal Res Inst, Analyt Lab, H-6701 Szeged, Hungary

来源：

CATALYSIS LETTERS | 2001年 / 73卷 / 2-4期

基金：

匈牙利科学研究基金会; 美国国家科学基金会;

关键词：

hydrogenation; enantioselective; Pt/Al2O3; alpha-isocinchonine; ethyl pyruvate;

D O I：

10.1023/A:1016629405349

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 enantioselective hydrogenation of ethyl pyruvate to (S)-ethyl lactate over cinchonine- and alpha -isocinchonine-modified Pt/Al2O3 catalysts was studied as a function of modifier concentration and reaction temperature. The maximum enantioselectivities obtained under the applied mild conditions were 89% ee using cinchonine (0.014 mmol dm(-3), 1 bar H-2, 23 degreesC, 6% AcOH in toluene). and 76% ee in the case of alpha -isocinchonine (0.14 mmol dm(-3), 1 bar H-2, - 10 degreesC, 6% AcOH in toluene). Since alpha -isocinchonine of rigid structure exists only in "anti-open" conformation these data provide additional experimental evidence to support the former suggestion concerning the dominating role of "anti-open" conformation in these cinchona-modified enantioselective hydrogenations.

引用

页码：127 / 131

页数：5

共 37 条

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