Glycosylation in ionic liquids

被引：26

作者：

Pakulski, Z ^{[1
]}

机构：

[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland

来源：

SYNTHESIS-STUTTGART | 2003年 / 13期

关键词：

glycosylation; ionic liquid; disaccharides;

D O I：

10.1055/s-2003-41446

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Glycosyl trichloroacetimidates react smoothly in the presence of trimethylsilyl trifluoromethanesulfonate as a catalyst with a variety of alcohols and monosaccharides in [bmim]PF6 (1-butyl-3-methylimidazolium hexafluorophosphate) as a solvent to afford the corresponding glycosides or disaccharides.

引用

页码：2074 / 2078

页数：5

共 33 条

[1] A simple synthesis of 8-(methoxycarbonyl)octyl 3,6-di-O-(α-D-mannopyranosyl)-α-D-mannopyranoside and derivatives and their use in the preparation of neoglycoconjugates [J].

Becker, B ;

Furneaux, RH ;

Reck, F ;

Zubkov, OA .

CARBOHYDRATE RESEARCH, 1999, 315 (1-2) :148-158

[2]

BOCK K, 1973, TETRAHEDRON LETT, P1037

[3] STUDY OF CH-13 COUPLING-CONSTANTS IN PENTOPYRANOSES AND SOME OF THEIR DERIVATIVES [J].

BOCK, K ;

PEDERSEN, C .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1975, B 29 (02) :258-264

[4] STUDY OF C-13H COUPLING-CONSTANTS IN HEXOPYRANOSES [J].

BOCK, K ;

PEDERSEN, C .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1974, (03) :293-299

[5] USE OF SULFENYL HALIDES IN CARBOHYDRATE REACTIONS .1. ALKYL SULFENYL TRIFLATE AS ACTIVATOR IN THE THIOGLYCOSIDE-MEDIATED FORMATION OF BETA-GLYCOSIDIC LINKAGES DURING OLIGOSACCHARIDE SYNTHESIS [J].

DASGUPTA, F ;

GAREGG, PJ .

CARBOHYDRATE RESEARCH, 1988, 177 :C13-C17

[6] Ionic liquid (molten salt) phase organometallic catalysis [J].

Dupont, J ;

de Souza, RF ;

Suarez, PAZ .

CHEMICAL REVIEWS, 2002, 102 (10) :3667-3691

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

Earle, MJ ;

Seddon, KR .

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

[8] Rapid, clean, and mild O-acetylation of alcohols and carbohydrates in an ionic liquid [J].

Forsyth, SA ;

MacFarlane, DR ;

Thomson, RJ ;

von Itzstein, M .

CHEMICAL COMMUNICATIONS, 2002, (07) :714-715

[9]

FRASERREID B, 1992, SYNLETT, P927

[10] New mannotriosides and trimannosides as potential ligands for mannose-specific binding proteins [J].

Furneaux, RH ;

Pakulski, Z ;

Tyler, PC .

CANADIAN JOURNAL OF CHEMISTRY, 2002, 80 (08) :964-972

← 1 2 3 4 →