Enantioselective electrophilic fluorination in ionic liquids

被引：41

作者：

Baudequin, C ^{[1
]}

Plaquevent, JC ^{[1
]}

Audouard, C ^{[1
]}

Cahard, D ^{[1
]}

机构：

[1] Univ Rouen, IRCOF, UMR 6014, F-76821 Mont St Aignan, France

来源：

GREEN CHEMISTRY | 2002年 / 4卷 / 06期

关键词：

D O I：

10.1039/b208817g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It has been demonstrated that enantioselective electrophilic fluorination performed by means of N-fluorocinchonium salts in ionic liquids presents substantial advantages over the use of classical solvents.

引用

页码：584 / 586

页数：3

共 37 条

[1] Ionic liquid-phase asymmetric catalytic hydrogenation: hydrogen concentration effects on enantioselectivity [J].

Berger, A ;

de Souza, RF ;

Delgado, MR ;

Dupont, J .

TETRAHEDRON-ASYMMETRY, 2001, 12 (13) :1825-1828

[2] Asymmetric hydrogenation and catalyst recycling using ionic liquid and supercritical carbon dioxide [J].

Brown, RA ;

Pollet, P ;

McKoon, E ;

Eckert, CA ;

Liotta, CL ;

Jessop, PG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (06) :1254-1255

[3] Design, synthesis, and evaluation of a novel class of enantioselective electrophilic fluorinating agents:: N-fluoro ammonium salts of cinchona alkaloids (F-CA-BF4) [J].

Cahard, D ;

Audouard, C ;

Plaquevent, JC ;

Roques, N .

ORGANIC LETTERS, 2000, 2 (23) :3699-3701

[4] N-Fluorocinchonidinium tetrafluoroborate F-CD-BF4:: purification and structure elucidation of this novel enantioselective electrophilic fluorinating agent [J].

Cahard, D ;

Audouard, C ;

Plaquevent, JC ;

Toupet, L ;

Roques, N .

TETRAHEDRON LETTERS, 2001, 42 (10) :1867-1869

[5] Asymmetric fluorination of enolates with nonracemic N-fluoro-2,10-camphorsultams [J].

Davis, FA ;

Zhou, P ;

Murphy, CK ;

Sundarababu, G ;

Qi, HY ;

Han, W ;

Przeslawski, RM ;

Chen, BC ;

Carroll, PJ .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (07) :2273-2280

[6] ASYMMETRIC FLUORINATION OF ENOLATES WITH N-FLUORO 2,10-(3,3-DICHLOROCAMPHORSULTAM) [J].

DAVIS, FA ;

ZHOU, P ;

MURPHY, CK .

TETRAHEDRON LETTERS, 1993, 34 (25) :3971-3974

[7] NEW FLUORINATING REAGENTS .1. THE 1ST ENANTIOSELECTIVE FLUORINATION REACTION [J].

DIFFERDING, E ;

LANG, RW .

TETRAHEDRON LETTERS, 1988, 29 (47) :6087-6090

[8] Ionic liquids. Green solvents for the future [J].

Earle, MJ ;

Seddon, KR .

PURE AND APPLIED CHEMISTRY, 2000, 72 (07) :1391-1398

[9] Enantioselective cyclopropanation reactions in ionic liquids [J].

Fraile, JM ;

García, JI ;

Herrerías, CI ;

Mayoral, JA ;

Carrié, D ;

Vaultier, M .

TETRAHEDRON-ASYMMETRY, 2001, 12 (13) :1891-1894

[10] A novel system consisting of Rh-DuPHOS and ionic liquid for asymmetric hydrogenations [J].

Guernik, S ;

Wolfson, A ;

Herskowitz, M ;

Greenspoon, N ;

Geresh, S .

CHEMICAL COMMUNICATIONS, 2001, (22) :2314-2315

← 1 2 3 4 →