Consecutive Intramolecular Hydroamination/Asymmetric Transfer Hydrogenation under Relay Catalysis of an Achiral Gold Complex/Chiral Bronsted Acid Binary System

被引：339

作者：

Han, Zhi-Yong

Xiao, Han

Chen, Xiao-Hua

Gong, Liu-Zhu ^{[1
]}

机构：

[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 26期

基金：

中国国家自然科学基金; 中国博士后科学基金;

关键词：

FRIEDEL-CRAFTS REACTION; TRANSITION-METAL; INTERMOLECULAR HYDROAMINATION; ASYMMETRIC HYDROGENATION; COOPERATIVE CATALYSIS; ALLYLIC ALKYLATION; ALDEHYDES; 2,3,4,5-TETRAHYDROPYRIDINES; HYDROSILYLATION; 5-ALKYNYLAMINES;

D O I：

10.1021/ja903547q

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Consecutive hydroamination/asymmetric transfer hydrogenation under relay catalysis of an achiral gold complex/chiral Bronsted acid binary system has been described for the direct transformation of 2-(2- propynyl)ani line derivatives into tetrahydroquinolines with high enantiomeric purity.

引用

页码：9182 / +

页数：3

共 43 条

[1] Stronger bronsted acids
Akiyama, Takahiko
[J]. CHEMICAL REVIEWS, 2007, 107 (12) : 5744 - 5758
[2] Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes
Alonso, F
Beletskaya, IP
Yus, M
[J]. CHEMICAL REVIEWS, 2004, 104 (06) : 3079 - 3159
[3] Recent advances in organothorium and organouranium catalysis
Andrea, Tamer
Eisen, Moris S.
[J]. CHEMICAL SOCIETY REVIEWS, 2008, 37 (03) : 550 - 567
[4] Berkessel A, 2005, ASYMMETRIC ORGANOCATALYSIS: FROM BIOMIMETIC CONCEPTS TO APPLICATIONS IN ASYMMETRIC SYNTHESIS, P1, DOI 10.1002/3527604677
[5] Palladium-catalyzed allylic alkylation of tert-butyl(diphylmethylene)-glycinate with simple allyl esters under chiral phase transfer conditions
Chen, GS
Deng, YJ
Gong, LZ
Mi, AQ
Cui, X
Jiang, YZ
Choi, MCK
Chan, ASC
[J]. TETRAHEDRON-ASYMMETRY, 2001, 12 (11) : 1567 - 1571
[6] Tandem metal- and organocatalysis in sequential hydroformylation and enantioselective aldol reactions
Chercheja, Serghei
Eilbracht, Peter
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (11-12) : 1897 - 1905
[7] Small-molecule H-bond donors in asymmetric catalysis
Doyle, Abigail G.
Jacobsen, Eric N.
[J]. CHEMICAL REVIEWS, 2007, 107 (12) : 5713 - 5743
[8] One-pot tandem hydroamination/hydrosilation catalyzed by cationic iridium(I) complexes
Field, LD
Messerle, BA
Wren, SL
[J]. ORGANOMETALLICS, 2003, 22 (22) : 4393 - 4395
[9] FUKUDA Y, 1987, HETEROCYCLES, V25, P297
[10] FUKUDA Y, 1991, SYNTHESIS-STUTTGART, P975

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