Trityl tetrakis(pentafluorophenyl)borate catalyzed stereoselective glycosylation using glycopyranosyl fluoride as a glycosyl donor

被引：38

作者：

Takeuchi, K ^{[1
]}

Mukaiyama, T ^{[1
]}

机构：

[1] Sci Univ Tokyo, Fac Sci, Dept Appl Chem, Shinjuku Ku, Tokyo 1628601, Japan

来源：

CHEMISTRY LETTERS | 1998年 / 06期

关键词：

D O I：

10.1246/cl.1998.555

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A catalytic and stereoselective glycosylation of glycosyl fluorides with several glucosides is successfully performed by using a catalytic amount of trityl tetrakis (pentafluorophenyl) borate.

引用

页码：555 / 556

页数：2

共 23 条

[1] Strategies in oligosaccharide synthesis [J].

Boons, GJ .

TETRAHEDRON, 1996, 52 (04) :1095-1121

[2] ISOSPECIFIC POLYMERIZATION OF PROPYLENE CATALYZED BY RAC-ETHYLENEBIS(INDENYL)METHYLZIRCONIUM CATION [J].

CHIEN, JCW ;

TSAI, WM ;

RAUSCH, MD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (22) :8570-8571

[3] GLYCOSYLATION USING GLUCOPYRANOSYL FLUORIDES AND SILICON-BASED CATALYSTS - SOLVENT DEPENDENCY OF THE STEREOSELECTION [J].

HASHIMOTO, S ;

HAYASHI, M ;

NOYORI, R .

TETRAHEDRON LETTERS, 1984, 25 (13) :1379-1382

[4] A NEW GLYCOSYLATION PROCEDURE UTILIZING RARE-EARTH SALTS AND GLYCOSYL FLUORIDES, WITH OR WITHOUT THE REQUIREMENT OF LEWIS-ACIDS [J].

HOSONO, S ;

KIM, WS ;

SASAI, H ;

SHIBASAKI, M .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (01) :4-5

[5] RARE-EARTH PERCHLORATE CATALYZED GLYCOSIDATION OF GLYCOSYL FLUORIDES WITH TRIMETHYLSILYL ETHERS [J].

KIM, WS ;

HOSONO, S ;

SASAI, H ;

SHIBASAKI, M .

TETRAHEDRON LETTERS, 1995, 36 (25) :4443-4446

[6] GALLIUM REAGENTS IN ORGANIC-SYNTHESIS - DIMETHYLGALLIUM CHLORIDE AND TRIFLATE AS ACTIVATORS IN GLYCOSIDATION USING GLYCOPYRANOSYL FLUORIDES [J].

KOBAYASHI, S ;

KOIDE, K ;

OHNO, M .

TETRAHEDRON LETTERS, 1990, 31 (17) :2435-2438

[7] THE COMPOSITION OF OLIGOSACCHARIDES WITH GLYCOSYLFLUORIDES DURING LEWIS ACID CATALYSIS [J].

KREUZER, M ;

THIEM, J .

CARBOHYDRATE RESEARCH, 1986, 149 (02) :347-361

[8] STEREOSELECTIVE GLYCOSYLATION OF ALCOHOLS AND SILYL ETHERS USING GLYCOSYL FLUORIDES AND BORON-TRIFLUORIDE ETHERATE [J].

KUNZ, H ;

SAGER, W .

HELVETICA CHIMICA ACTA, 1985, 68 (01) :283-287

[9] NEW GLYCOSIDATION REACTION .1. COMBINATIONAL USE OF CP2ZRCL2-AGCLO4 FOR ACTIVATION OF GLYCOSYL FLUORIDES AND APPLICATION TO HIGHLY BETA-SELECTIVE GLYCOSIDATION OF D-MYCINOSE [J].

MATSUMOTO, T ;

MAETA, H ;

SUZUKI, K ;

TSUCHIHASHI, G .

TETRAHEDRON LETTERS, 1988, 29 (29) :3567-3570

[10] 1ST TOTAL SYNTHESIS OF MYCINAMICIN-IV AND MYCINAMICIN-VII SUCCESSFUL APPLICATION OF NEW GLYCOSIDATION REACTION [J].

MATSUMOTO, T ;

MAETA, H ;

SUZUKI, K ;

TSUCHIHASHI, G .

TETRAHEDRON LETTERS, 1988, 29 (29) :3575-3578

← 1 2 3 →