Thiourea-catalyzed direct reductive amination of aldehydes

被引：48

作者：

Menche, D ^{[1
]}

Arikan, F ^{[1
]}

机构：

[1] Gesell Biotechnol Forsch mbH, Med Chem, D-38124 Braunschweig, Germany

来源：

SYNLETT | 2006年 / 06期

关键词：

amines; reductions; organocatalysis; hydrogen bonds; aminations;

D O I：

10.1055/s-2006-939052

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A hydrogen-bond-catalyzed direct reductive amination of aldehydes is reported. The acid- and metal-free process uses thiourea as organocatalyst and the Hantzsch ester for transfer-hydrogenation and allows for the high-yielding synthesis of diverse amines.

引用

页码：841 / 844

页数：4

共 26 条

[1] Highly efficient dynamic kinetic resolution of azlactones by urea-based bifunctional organocatalysts [J].

Berkessel, A ;

Cleemann, F ;

Mukherjee, S ;

Müller, TN ;

Lex, J .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (05) :807-811

[2]

Berkessel A, 2005, ASYMMETRIC ORGANOCATALYSIS: FROM BIOMIMETIC CONCEPTS TO APPLICATIONS IN ASYMMETRIC SYNTHESIS, P1, DOI 10.1002/3527604677

[3] Thiourea-catalyzed enantioselective cyanosilylation of ketones [J].

Fuerst, DE ;

Jacobsen, EN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (25) :8964-8965

[4]

FUJII M, 1989, B CHEM SOC JPN, V62, P3848

[5] A knowledge-based approach in designing combinatorial or medicinal chemistry libraries for drug discovery. 1. A qualitative and quantitative characterization of known drug databases [J].

Ghose, AK ;

Viswanadhan, VN ;

Wendoloski, JJ .

JOURNAL OF COMBINATORIAL CHEMISTRY, 1999, 1 (01) :55-68

[6]

Gomez S, 2002, ADV SYNTH CATAL, V344, P1037, DOI 10.1002/1615-4169(200212)344:10<1037::AID-ADSC1037>3.0.CO

[7]

2-3

[8] Synthesis of primary amines: First homogeneously catalyzed reductive amination with ammonia [J].

Gross, T ;

Seayad, AM ;

Ahmad, M ;

Beller, M .

ORGANIC LETTERS, 2002, 4 (12) :2055-2058

[9]

Henkel T, 1999, ANGEW CHEM INT EDIT, V38, P643, DOI 10.1002/(SICI)1521-3773(19990301)38:5<643::AID-ANIE643>3.0.CO

[10]

2-G

← 1 2 3 →