Microwave-assisted synthesis of camphor-derived chiral imidazolium ionic liquids and their application in diastereoselective Diels-Alder reaction

被引：32

作者：

Bica, Katharina

Gmeiner, Guenter

Reichel, Christian

Lendl, Bernhard

Gaertner, Peter

机构：

[1] Vienna Univ Technol, Inst Appl Synth Chem, A-1060 Vienna, Austria

[2] ARC Seibersdorf Res GmbH, A-2444 Seibersdorf, Austria

[3] Vienna Univ Technol, Inst Chem Technol & Analyt, A-1060 Vienna, Austria

来源：

SYNTHESIS-STUTTGART | 2007年 / 9卷 / 09期

关键词：

ionic liquids; microwave synthesis; imidazolium salts; Diels-Alder reaction; diastereoselectivity;

D O I：

10.1055/s-2007-966018

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Starting from cheap chiral pool precursors camphorsulfonic acid and camphene, several imidazolium ionic liquids were synthesized in high overall yield. Both thermal and microwave-assisted synthesis was used in the quaternization step to obtain new chiral ionic liquids (CILs) bearing a bornyl structural motif as cation. Furthermore, these CILs were used as solvent in the Diels-Alder reaction of acrylic acid and cyclopentadiene and showed good yields and diastereoselectivities.

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页码：1333 / 1338

页数：6

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