GALLIUM REAGENTS IN ORGANIC-SYNTHESIS - DIMETHYLGALLIUM CHLORIDE AND TRIFLATE AS ACTIVATORS IN GLYCOSIDATION USING GLYCOPYRANOSYL FLUORIDES

被引:53
作者
KOBAYASHI, S
KOIDE, K
OHNO, M
机构
[1] Faculty of Pharmaceutical Sciences, University of Tokyo Hongo, Bunkyo-ku, Tokyo
关键词
D O I
10.1016/S0040-4039(00)97382-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Gallium compounds were utilized in organic synthesis for the first time. Dimethylgallium chloride and dimethylgallium triflate was found to efficiently promote the glycosidation using several glycopyranosyl fluorides. © 1990.
引用
收藏
页码:2435 / 2438
页数:4
相关论文
共 15 条
[1]  
DEAN JA, 1973, LANGES HDB CHEM, P3
[3]   ON THE CONTROLLED OXIDATIVE COUPLING OF GLYCALS - A NEW STRATEGY FOR THE RAPID ASSEMBLY OF OLIGOSACCHARIDES [J].
FRIESEN, RW ;
DANISHEFSKY, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (17) :6656-6660
[4]   ON THE DIRECT EPOXIDATION OF GLYCALS - APPLICATION OF A REITERATIVE STRATEGY FOR THE SYNTHESIS OF BETA-LINKED OLIGOSACCHARIDES [J].
HALCOMB, RL ;
DANISHEFSKY, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (17) :6661-6666
[5]   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
[6]   SIMPLE SYNTHESIS OF GLYCOSYL FLUORIDES [J].
HAYASHI, M ;
HASHIMOTO, S ;
NOYORI, R .
CHEMISTRY LETTERS, 1984, (10) :1747-1750
[7]   GLYCOSYLATION OF UNREACTIVE SUBSTRATES [J].
KAHNE, D ;
WALKER, S ;
CHENG, Y ;
VANENGEN, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (17) :6881-6882
[8]   On some derivatives of dextrose and galactose. [J].
Koenigs, W ;
Knorr, E .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1901, 34 :957-981
[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