Simple transformation of crystalline chiral natural anions to liquid medium and their use to induce chirality

被引：76

作者：

Branco, Luis C.

Gois, Pedro M. P.

Lourenco, Nuno M. T.

Kurteva, Vanya B.

Afonso, Carlos A. M.

机构：

[1] Inst Super Tecn, CQFM, Dept Engn Quim & Biol, P-1049001 Lisbon, Portugal

[2] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, REQUIMTE, P-2829516 Caparica, Portugal

来源：

CHEMICAL COMMUNICATIONS | 2006年 / 22期

关键词：

D O I：

10.1039/b600816j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New chiral ionic liquids can be prepared simply by combining the tetra-n-hexyl-dimethylguanidinium cation with readily available chiral anions and used as an asymmetric inducing agent as demonstrated for catalytic Rh(II) carbenoid C - H insertion and Sharpless dihydroxylation.

引用

收藏

页码：2371 / 2372

页数：2

相关论文

共 26 条

[11] Room temperature ionic liquids from 20 natural amino acids [J].

Fukumoto, K ;

Yoshizawa, M ;

Ohno, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (08) :2398-2399

[12] Preparation of enantioselective enriched α-(dialkoxyphosphoryl) lactams via intramolecular C-H insertion with chiral dirhodium(II) catalysts [J].

Gois, PMP ;

Candeias, NR ;

Afonso, CAM .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 227 (1-2) :17-24

[13] Chemical and biochemical transformations in ionic liquids [J].

Jain, N ;

Kumar, A ;

Chauhan, S ;

Chauhan, SMS .

TETRAHEDRON, 2005, 61 (05) :1015-1060

[14]

Johnson R.A., 2000, CATALYTIC ASYMMETRIC, V2nd, P357

[15] Metal-containing ionic liquids and ionic liquid crystals based on imidazolium moiety [J].

Lin, IJB ;

Vasam, CS .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (15) :3498-3512

[16] Synthesis and properties of tetra-alkyl-dimethylguanidinium salts as a potential new generation of ionic liquids [J].

Mateus, NMM ;

Branco, LC ;

Lourenço, NMT ;

Afonso, CAM .

GREEN CHEMISTRY, 2003, 5 (03) :347-352

[17]

Ojima I., 2000, CATALYTIC ASYMMETRIC, V2nd

[18] First application of chiral ionic liquids in asymmetric Baylis-Hillman reaction [J].

Pégot, B ;

Vo-Thanh, G ;

Gori, D ;

Loupy, A .

TETRAHEDRON LETTERS, 2004, 45 (34) :6425-6428

[19] Synthesis and properties of chiral ammonium-based ionic liquids [J].

Pernak, J ;

Feder-Kubis, J .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (15) :4441-4449

[20] Chromatographic and spectroscopic methods for the determination of solvent properties of room temperature ionic liquids [J].

Poole, CF .

JOURNAL OF CHROMATOGRAPHY A, 2004, 1037 (1-2) :49-82