Chiral amine-polyoxometalate hybrids as highly efficient and recoverable asymmetric enamine catalysts

被引：87

作者：

Luo, Sanzhong ^{[1
]}

Li, Jiuyuan

Xu, Hui

Zhang, Long

Cheng, Jin-Pei

机构：

[1] Chinese Acad Sci, Inst Chem, Ctr Chem Biol, Beijing Natl Lab Mol Sci, Beijing 100080, Peoples R China

[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 18期

关键词：

D O I：

10.1021/ol701685y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral amine and polyoxometalate (POM) acids were combined to give highly efficient, stereoselective, and recoverable enamine-based catalysts. Less than 1 mol % of chiral amine loading was sufficient for good catalytic activity, and the catalyst could be recovered and reused 6 times with unchanged enantioselectivity and slightly decreased activity.

引用

收藏

页码：3675 / 3678

页数：4

相关论文

共 70 条

[21]

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

[22] Lanthanide complexes of the monovacant Dawson polyoxotungstate [α1-P2W17O61]10- as selective and recoverable Lewis acid catalysts [J].

Boglio, Cecile ;

Lemiere, Gilles ;

Hasenknopf, Bernold ;

Thorimbert, Serge ;

Lacote, Emmanuel ;

Malacria, Max .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (20) :3324-3327

[23]

Chowdari NS, 2003, SYNLETT, P1906

[24] Direct catalytic asymmetric cross-aldol reactions in ionic liquid media [J].

Córdova, A .

TETRAHEDRON LETTERS, 2004, 45 (20) :3949-3952

[25] Immobilization of organic catalysts: When, why, and how [J].

Cozzi, Franco .

ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (12-13) :1367-1390

[26] In the golden age of organocatalysis [J].

Dalko, PI ;

Moisan, L .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (39) :5138-5175

[27] Influence of ionic liquids on the phase transfer-catalysed enantioselective Michael reaction [J].

Dere, RT ;

Pal, RR ;

Patil, PS ;

Salunkhe, MM .

TETRAHEDRON LETTERS, 2003, 44 (28) :5351-5353

[28] Self-supported chiral catalysts for heterogeneous enantioselective reactions [J].

Ding, Kuiling ;

Wang, Zheng ;

Wang, Xingwang ;

Liang, Yuxue ;

Wang, Xisheng .

CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (20) :5188-5197

[29] Polystyrene-supported hydroxyproline:: An insoluble, recyclable organocatalyst for the asymmetric aldol reaction in water [J].

Font, Daniel ;

Jimeno, Ciril ;

Pericas, Miquel A. .

ORGANIC LETTERS, 2006, 8 (20) :4653-4655

[30] Polystyrene-supported proline and prolinamide.: Versatile heterogeneous organocatalysts both for asymmetric aldol reaction in water and α-selenenylaltion of aldehydes [J].

Giacalone, Fiancesco ;

Gruttadauria, Michelangelo ;

Marculescu, Adriana Mossuto ;

Noto, Renato .

TETRAHEDRON LETTERS, 2007, 48 (02) :255-259

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