Chiral Counteranion-Aided Asymmetric Hydrogenation of Acyclic Imines

被引：213

作者：

Li, Chaoqun ^{[1
]}

Wang, Chao ^{[1
]}

Villa-Marcos, Barbara ^{[1
]}

Xiao, Jianliang ^{[1
]}

机构：

[1] Univ Liverpool, Dept Chem, Liverpool Ctr Mat & Catalysis, Liverpool L69 7ZD, Merseyside, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 44期

关键词：

D O I：

10.1021/ja807188s

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

When combined with a chiral phosphate counteranion, a chiral diamine-ligated Ir(III) catalyst displayed excellent enantioselectivities in the asymmetric hydrogenation of a wide range of acyclic imines, affording chiral amines in up to 99% ee.

引用

页码：14450 / +

页数：3

共 30 条

[1] Stronger bronsted acids [J].

Akiyama, Takahiko .

CHEMICAL REVIEWS, 2007, 107 (12) :5744-5758

[2]

[Anonymous], HDB HOMOGENEOUS HYDR

[3] Selective hydrogenation for fine chemicals: Recent trends and new developments [J].

Blaser, HU ;

Malan, C ;

Pugin, B ;

Spindler, F ;

Steiner, H ;

Studer, M .

ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (1-2) :103-151

[4] Catalytic ionic Hydrogenations [J].

Bullock, RM .

CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (10) :2366-2374

[5] Ruthenium-catalyzed ionic hydrogenation of iminium cations. Scope and mechanism [J].

Guan, HR ;

Iimura, M ;

Magee, MP ;

Norton, JR ;

Zhu, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (21) :7805-7814

[6]

Hamilton GL, 2007, SCIENCE, V317, P496, DOI 10.1126/science.1145229

[7] Proton-induced Lewis acidity of unsaturated iridium amides [J].

Heiden, Zachariah M. ;

Rauchfuss, Thomas B. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (40) :13048-13049

[8] A powerful bronsted acid catalyst for the organocatalytic asymmetric transfer hydrogenation of imines [J].

Hoffmann, S ;

Seayad, AM ;

List, B .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (45) :7424-7427

[9] Catalytic hydrogenation of polar organic functionalities based on Ru-mediated heterolytic dihydrogen cleavage [J].

Ito, Masato ;

Ikariya, Takao .

CHEMICAL COMMUNICATIONS, 2007, (48) :5134-5142

[10] Enantioselective reductive coupling of 1,3-enynes to heterocyclic aromatic aldehydes and ketones via rhodium-catalyzed asymmetric hydrogenation: Mechanistic insight into the role of Bronsted acid additives [J].

Komanduri, Venukrishnan ;

Krische, Michael J. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (51) :16448-16449

← 1 2 3 →