Highly anti-selective asymmetric nitro-Mannich reactions catalyzed by bifunctional amine-thiourea-bearing multiple hydrogen-bonding donors

被引：146

作者：

Wang, Chun-Jiang ^{[1
]}

Dong, Xiu-Qin ^{[1
]}

Zhang, Zhi-Hai ^{[1
]}

Xue, Zhi-Yong ^{[1
]}

Teng, Huai-Long ^{[1
]}

机构：

[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 27期

关键词：

D O I：

10.1021/ja803538x

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Highly anti-selective and enantioselective nitro-Mannich reactions have been achieved for a broad spectrum of substrates catalyzed by chiral bifunctional multiple hydrogen-bonding-donor amine-thioureas. Multiple hydrogen-bonding donors play a significant role in accelerating reactions and improving yields, diastereoselectivities, and enantioselectivities.

引用

页码：8606 / +

页数：3

共 36 条

[31] Asymmetric catalytic aza-Henry reactions leading to 1,2-diamines and 1-,2-diaminocarboxylic acids [J].

Westermann, B .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (02) :151-153

[32] Bifunctional-thiourea-catalyzed diastereo- and enantioselective aza-Henry reaction [J].

Xu, XN ;

Furukawa, T ;

Okino, T ;

Miyabe, H ;

Takemoto, Y .

CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (02) :466-476

[33]

Yamada K, 1999, ANGEW CHEM INT EDIT, V38, P3504, DOI 10.1002/(SICI)1521-3773(19991203)38:23<3504::AID-ANIE3504>3.0.CO

[34]

2-E

[35]

Yamada K, 2001, SYNLETT, P980

[36] Highly enantioselective thiourea-catalyzed nitro-Mannich reactions [J].

Yoon, TP ;

Jacobsen, EN .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (03) :466-468

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