REMARKABLE REGIOSELECTIVITY IN THE CHEMICAL GLYCOSYLATION OF GLYCAL ACCEPTORS - A CONCISE SOLUTION TO THE SYNTHESIS OF SIALYL-LEWIS-X GLYCAL

被引：67

作者：

DANISHEFSKY, SJ ^{[1
]}

GERVAY, J ^{[1
]}

PETERSON, JM ^{[1
]}

MCDONALD, FE ^{[1
]}

KOSEKI, K ^{[1
]}

ORIYAMA, T ^{[1
]}

GRIFFITH, DA ^{[1
]}

WONG, CH ^{[1
]}

DUMAS, DP ^{[1
]}

机构：

[1] Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1992年 / 114卷 / 21期

关键词：

D O I：

10.1021/ja00047a077

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：8329 / 8331

页数：3

共 23 条

[1] STUDIES ON UNSATURATED SUGARS WITH PARTICULAR REFERENCE TO SYNTHESIS OF 6-DEOXY-6-FLUORO DERIVATIVES [J].

BLACKBURNE, ID ;

FREDERICKS, PM ;

GUTHRIE, RD .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1976, 29 (02) :381-391

[2] KOENIGS-KNORR REACTION .4. EFFECT OF PARTICIPATING GROUPS ON STEREOCHEMISTRY OF DISACCHARIDE FORMATION [J].

DEJTERJU.M ;

FLOWERS, HM .

CARBOHYDRATE RESEARCH, 1973, 28 (01) :61-74

[3] ENZYMATIC-SYNTHESIS OF SIALYL LEX AND DERIVATIVES BASED ON A RECOMBINANT FUCOSYL-TRANSFERASE [J].

DUMAS, DP ;

ICHIKAWA, Y ;

WONG, CH ;

LOWE, JB ;

NAIR, RP .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1991, 1 (08) :425-428

[4] 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

[5]

FUKUSHIMA K, 1984, CANCER RES, V44, P5279

[6] SULFONAMIDOGLYCOSYLATION OF GLYCALS - A ROUTE TO OLIGOSACCHARIDES WITH 2-AMINOHEXOSE SUBUNITS [J].

GRIFFITH, DA ;

DANISHEFSKY, SJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (15) :5811-5819

[7] TOTAL SYNTHESIS OF ALLOSAMIDIN - AN APPLICATION OF THE SULFONAMIDOGLYCOSYLATION OF GLYCALS [J].

GRIFFITH, DA ;

DANISHEFSKY, SJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (15) :5863-5864

[8]

HAKOMORI S, 1985, CANCER RES, V45, P2405

[9] 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

[10] SYNTHETIC STUDIES ON SIALOGLYCOCONJUGATES .22. TOTAL SYNTHESIS OF TUMOR-ASSOCIATED GANGLIOSIDE, SIALYL LEWIS-X [J].

KAMEYAMA, A ;

ISHIDA, H ;

KISO, M ;

HASEGAWA, A .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 1991, 10 (04) :549-560

← 1 2 3 →