Asymmetric fluorous catalysis: the particular case of nitrogen-containing chiral auxiliaries

被引：16

作者：

Fache, F ^{[1
]}

机构：

[1] Univ Lyon 1, CNRS, UMR 5181, Lab Chim Organ Photochim & Synth, F-69622 Villeurbanne, France

来源：

NEW JOURNAL OF CHEMISTRY | 2004年 / 28卷 / 11期

关键词：

D O I：

10.1039/b405529m

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Asymmetric fluorous biphasic (FB) catalysis has been developed in the last decade in the perspective of creating new recyclable catalytic systems, easy to separate from the reaction products. This approach came after other concepts for the heterogenization of homogeneous ligands, developed for the same purpose. We focus this paper on fluorous nitrogen-containing ligands and compare them to the unfluorinated ones and, when possible, to the same ligands heterogenized in another way. The future of the FB technique is discussed.

引用

页码：1277 / 1283

页数：7

共 72 条

[1] Polymer-supported chiral Co(salen) complexes: Synthetic applications and mechanistic investigations in the hydrolytic kinetic resolution of terminal epoxides [J].

Annis, DA ;

Jacobsen, EN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (17) :4147-4154

[2]

Annunziata R, 2003, EUR J ORG CHEM, V2003, P1191

[3] Poly(ethylene glycol)-supported bisoxazolines as ligands for catalytic enantioselective synthesis [J].

Annunziata, R ;

Benaglia, M ;

Cinquini, M ;

Cozzi, F ;

Pitillo, M .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (09) :3160-3166

[4] Fluorous chiral bisoxazolines. Synthesis and applications to an asymmetric allylic alkylation [J].

Bayardon, J ;

Sinou, D .

TETRAHEDRON LETTERS, 2003, 44 (07) :1449-1451

[5] Fluorinated alcohols:: A new medium for selective and clean reaction [J].

Bégué, JP ;

Bonnet-Delpon, D ;

Crousse, B .

SYNLETT, 2004, (01) :18-29

[6] A soluble fluorous phase polymer support [J].

Bergbreiter, DE ;

Franchina, JG .

CHEMICAL COMMUNICATIONS, 1997, (16) :1531-1532

[7] Synthesis of fluoroalkyl-derivatised BINAP ligands [J].

Birdsall, DJ ;

Hope, EG ;

Stuart, AM ;

Chen, WP ;

Hu, YL ;

Xiao, JL .

TETRAHEDRON LETTERS, 2001, 42 (48) :8551-8553

[8]

Blaser H., 1999, COMPREHENSIVE ASYMME, V3, P1427

[9] Use of heterogenized dialdimine ligands in asymmetric transfer hydrogenation [J].

Breysse, E ;

Pinel, C ;

Lemaire, M .

TETRAHEDRON-ASYMMETRY, 1998, 9 (06) :897-900

[10] Bis(oxazoline)copper complexes covalently bonded to insoluble support as catalysts in cyclopropanation reactions [J].

Burguete, MI ;

Fraile, JM ;

García, JI ;

García-Verdugo, E ;

Herrerías, CI ;

Luis, SV ;

Mayoral, JA .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (26) :8893-8901

← 1 2 3 4 5 6 7 8 →