Varying the ratio of formic acid to triethylamine impacts on asymmetric transfer hydrogenation of ketones

被引：65

作者：

Zhou, Xiaowei ^{[1
,2
]}

Wu, Xiaofeng ^{[2
]}

Yang, Bolun ^{[1
]}

Xiao, Jianliang ^{[2
]}

机构：

[1] Xi An Jiao Tong Univ, Dept Chem Engn, State Key Lab Multiphase Flow Power Engn, Xian 710049, Peoples R China

[2] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2012年 / 357卷

关键词：

Transfer hydrogenation; Asymmetric hydrogenation; Ketones; Ruthenium; Solvent effect; AROMATIC KETONES; HIGHLY EFFICIENT; PROCHIRAL KETONES; ENANTIOSELECTIVE HYDROGENATION; RUTHENIUM(II) COMPLEXES; MONOSULFONAMIDE LIGANDS; IRIDIUM(I) COMPLEXES; SUPPORTED CATALYSTS; PRACTICAL SYNTHESIS; CARBONYL-COMPOUNDS;

D O I：

10.1016/j.molcata.2012.02.002

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：

Asymmetric transfer hydrogenation (ATH) is frequently carried out in the azeotropic mixture of formic acid (F) and triethylamine (T), where the FIT molar ratio is 2.5. This study shows that the F/T ratio affects both the reduction rate and enantioselectivity, with the optimum ratio being 0.2 ill the ATH of ketones with the Ru-TsDPEN catalyst. Under such conditions, a range of substrates have been reduced, affording high yields and good to excellent enantioselectivities. In comparison with the common azeotropic F-T system, the reduction is faster. This protocol improves both the classic azeotropic and the aqueous-formate system when using water-insoluble ketones. (C) 2012 Elsevier B.V. All rights reserved.

引用

页码：133 / 140

页数：8

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