Notes on acetal formation in stereoselective hydrogenation of methyl-3-oxobutyrate on Ru-BINAP chiral complex

被引：22

作者：

Bartek, L

Drobek, M

Kuzma, M

Kluson, P

Cerveny, L

机构：

[1] ICT Prague, Fac Chem Technol, Dept Organ Technol, Prague 16628, Czech Republic

[2] Acad Sci Czech Republ, Inst Microbiol, CR-14220 Prague, Czech Republic

来源：

CATALYSIS COMMUNICATIONS | 2005年 / 6卷 / 01期

关键词：

asymmetric hydrogenation; Ru-BINAP homogeneous complex; methylacetoacetate; chiral complex;

D O I：

10.1016/j.catcom.2004.11.001

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：

Performance of the cationic chiral Ru-BINAP complex in asymmetric hydrogenation of methyl-3-oxobutyrate (methylacetoacetate) in methanol was studied. Effects of temperature, pressure and the content of water on its activity and enantio selectivity were discussed. Attention was paid to the role of water in respect of the enhanced acetal formation in the presence of methanol. A simple approach to limit the content of acetal was introduced. The role of water addition was clarified. Tetrahydrofuran as a solvent system (with the addition of methanol or water) was also tested to minimize the acetal presence in the reaction mixture. In parallel the influence of oxygen on the catalyst stability was examined. (C) 2004 Elsevier B.V. All rights reserved.

引用

页码：61 / 65

页数：5

共 16 条

[1] ASYMMETRIC-SYNTHESIS BY METAL BINAP CATALYSTS [J].