Establishment and maintenance of an optimal chiral surface in cinchona-modified 1% Pt/Al2O3 for enantioselective hydrogenation of α-keto esters

被引：33

作者：

LeBlond, C ^{[1
]}

Wang, J ^{[1
]}

Andrews, AT ^{[1
]}

Sun, YK ^{[1
]}

机构：

[1] Merck Res Labs, Rahway, NJ 07065 USA

来源：

TOPICS IN CATALYSIS | 2000年 / 13卷 / 03期

关键词：

solid chiral catalyst; alpha-keto ester; pyruvate; enantioselective hydrogenation; cinchona; Pt/Al(2)O3;

D O I：

10.1023/A:1009097225184

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An optimal chiral surface in the cinchona-modified Pt/Al2O3 catalytic system is established for fast enantioselective hydrogenation of ethyl pyruvate. A makeup protocol is used to compensate for the destructive hydrogenation of the chiral modifier, thus maintaining the optimal chiral surface over the course of the hydrogenation reaction. Hydrogenation over the optimal surface (Pt-surface/modifier = 5-12) results in high enantioselectivity (94% ee) under mild conditions (5.8 bar and 17 degrees C) with high turnover frequency (4 s(-1)) and turnover numbers (pyruvate/modifier>28,000, pyruvate/Pt-surface>5,500).

引用

页码：169 / 174

页数：6

共 24 条

[1]

Augustine R.L., 1996, HETEROGENEOUS CATALY

[2] ENANTIOSELECTIVE HYDROGENATION OF ETHYL PYRUVATE - KINETIC MODELING OF THE MODIFICATION OF PT CATALYSTS BY CINCHONA ALKALOIDS [J].