The effect of the substrate structure on the stereoselectivity in an asymmetric hydrogenation of unsaturated carboxylic acids over cinchonidine-modified palladium catalyst

被引：36

作者：

Sugimura, T ^{[1
]}

Watanabe, J ^{[1
]}

Okuyama, T ^{[1
]}

Nitta, Y ^{[1
]}

机构：

[1] Univ Hyogo, Himeji Inst Technol, Grad Sch Mat Sci, Kamigori, Hyogo 6781297, Japan

来源：

TETRAHEDRON-ASYMMETRY | 2005年 / 16卷 / 09期

关键词：

D O I：

10.1016/j.tetasy.2005.03.020

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An enantiomeric ratio of 10: 1 (82% ee) was achieved for the first time in the hydrogenation of alpha,beta-tinsaturated acids with heterogeneous catalysts by designing the substrate structure to enhance the interaction with the catalyst, and to increase the intrinsic stereoselectivity. (C) 2005 Elsevier Ltd. All rights reserved.

引用

页码：1573 / 1575

页数：3

共 46 条

[1] Induction period for the enantioselective hydrogenation of α,β-unsaturated acids over a cinchonidine-modified palladium catalyst
Takuya Mameda
Tomonori Misaki
Yasuaki Okamoto
Takashi Sugimura
Reaction Kinetics, Mechanisms and Catalysis, 2015, 114 : 55 - 61
[2] Induction period for the enantioselective hydrogenation of α,β-unsaturated acids over a cinchonidine-modified palladium catalyst
Mameda, Takuya
Misaki, Tomonori
Okamoto, Yasuaki
Sugimura, Takashi
REACTION KINETICS MECHANISMS AND CATALYSIS, 2015, 114 (01) : 55 - 61
[3] Enantioselective hydrogenation of α,β-unsaturated carboxylic acids over cinchonidine-modified Pd catalysts:: effect of substrate structure on the adsorption mode
Szöllösi, G
Niwa, SI
Hanaoka, TA
Mizukami, F
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 230 (1-2) : 91 - 95
[4] Enantioselective hydrogenation of β-dehydroamino acids on a cinchonidine-modified palladium catalyst
Chen, Chunhui
Zhan, Ensheng
Li, Yong
Shen, Wenjie
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2013, 379 : 117 - 121
[5] Is amine addition vital for highly enantioselective hydrogenation of α,β-unsaturated carboxylic acid over cinchonidine-modified palladium?
Kim, Tae Yeon
Sugimura, Takashi
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2010, 327 (1-2) : 58 - 62
[6] Highly enantioselective hydrogenation of α-Alkyl-β-arylpropenoic acids over cinchonidine-modified palladium catalyst
Takashi Sugimura
Junya Watanabe
Takayuki Uchida
Yuriko Nitta
Tadashi Okuyama
Catalysis Letters, 2006, 112 : 27 - 30
[7] Highly enantioselective hydrogenation of α-Alkyl-β-arylpropenoic acids over cinchonidine-modified palladium catalyst
Sugimura, Takashi
Watanabe, Junya
Uchida, Takayuki
Nitta, Yuriko
Okuyama, Tadashi
CATALYSIS LETTERS, 2006, 112 (1-2) : 27 - 30
[8] Activation-temperature dependence in enantioselective hydrogenation of unsaturated carboxylic acids over cinchonidine-modified Pd/C catalysts
Nitta, Y
Watanabe, J
Okuyama, T
Sugimura, T
JOURNAL OF CATALYSIS, 2005, 236 (01) : 164 - 167
[9] Asymmetric hydrogenation of α, β-unsaturated carboxylic acids with modified palladium catalysts
Nitta, Yutiko
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2006, 64 (08) : 827 - 835
[10] Enantioselective hydrogenation of α,β-unsaturated carboxylic acid over cinchonidine-modified Pd nanoparticles confined in carbon nanotubes
Guan, Zaihong
Lu, Shengmei
Li, Can
JOURNAL OF CATALYSIS, 2014, 311 : 1 - 5

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