The Ion Tag Strategy as a Route to Highly Efficient Organocatalysts for the Direct Asymmetric Aldol Reaction

被引：93

作者：

Lombardo, Marco ^{[1
]}

Easwar, Srinivasan ^{[1
]}

Pasi, Filippo ^{[1
]}

Trombinia, Claudio ^{[1
]}

机构：

[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 1-2期

关键词：

asymmetric aldol reactions; catalyst recycling; ionic-tagged catalysts; organic catalysis; solvent-free conditions; ORGANIC SOLVENT-FREE; PROLINE; WATER; CATALYSIS; ACID; PROLINAMIDES; CHEMISTRY; ALDEHYDES; LIQUIDS; MANNICH;

D O I：

10.1002/adsc.200800608

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The installation of an imidazolium tag via acetate connection to the C-4 of cis-4-hydroxy-L-proline provides a highly efficient catalyst for the direct asymmetric aldol reaction, that works in a remarkably low catalyst loading (0.1 mol%) affording TONS up to 930 in the case of electron-poor aromatic aldehydes with ee up to > 99%.

引用

页码：276 / 282

页数：7

共 81 条

[1]

[Anonymous], 2008, ANGEW CHEM

[2] Highly diastereo- and enantioselective direct aldol reactions of aldehydes and ketones catalyzed by siloxyproline in the presence of water [J].