A highly convergent synthesis of the phytoalexin elicitor hexasaccharide

被引:1
作者
Wang, W [1 ]
Kong, FZ [1 ]
机构
[1] Acad Sinica, Ecoenvironm Sci Res Ctr, Beijing 100085, Peoples R China
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
A highly convergent synthesis of the elicitor-active D-glucohexatose 1 and its variant 19 was achieved via coupling of the trisaccharide donor 14 with the trisaccharide acceptor 15 followed by deprotection. 14 and 15 were obtained from rearrangement of the orthoesters 6 and 5 respectively which were prepared quantitatively from coupling of the disaccharide 4 with acetobromoglucose and 6-O-chloroacetylated acetobromoglucose respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
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页码:1937 / 1940
页数:4
相关论文
共 22 条
[1]
BETANELI VI, 1982, CARBOHYD RES, V107, P285
[2]
SYNTHESES OF A HEPTASACCHARIDE BETA-LINKED TO AN 8-METHOXYCARBONYL-OCT-1-YL LINKING ARM AND OF A DECASACCHARIDE WITH STRUCTURES CORRESPONDING TO THE PHYTOELICITOR ACTIVE GLUCAN OF PHYTOPHTHORA-MEGASPERMA F-SP GLYCINEA [J].
BIRBERG, W ;
FUGEDI, P ;
GAREGG, PJ ;
PILOTTI, A .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1989, 8 (01) :47-57
[3]
METHYL 2,3-ANHYDRO-ALPHA-D-MANNOSIDE AND 3,4-ANHYDRO-ALPHA-D-ALTROSIDE AND THEIR DERIVATIVES .1. [J].
BUCHANAN, JG ;
SCHWARZ, JCP .
JOURNAL OF THE CHEMICAL SOCIETY, 1962, (DEC) :4770-&
[4]
STRUCTURE-ACTIVITY-RELATIONSHIPS OF OLIGO-BETA-GLUCOSIDE ELICITORS OF PHYTOALEXIN ACCUMULATION IN SOYBEAN [J].
CHEONG, JJ ;
BIRBERG, W ;
FUGEDI, P ;
PILOTTI, A ;
GAREGG, PJ ;
HONG, N ;
OGAWA, T ;
HAHN, MG .
PLANT CELL, 1991, 3 (02) :127-136
[5]
METHYL 4,6-O-BENZYLIDENE-ALPHA AND BETA-D-GLUCOSIDES [J].
EVANS, ME .
CARBOHYDRATE RESEARCH, 1972, 21 (03) :473-&
[6]
SYNTHESES OF A BRANCHED HEPTASACCHARIDE HAVING PHYTO-ALEXIN-ELICITOR ACTIVITY [J].
FUGEDI, P ;
BIRBERG, W ;
GAREGG, PJ ;
PILOTTI, A .
CARBOHYDRATE RESEARCH, 1987, 164 :297-312
[7]
SYNTHESIS OF A HEPTASACCHARIDE, STRUCTURALLY RELATED TO THE PHYTOELICITOR ACTIVE GLUCAN OF PHYTOPHTHORA-MEGASPERMA F-SP GLYCINEA [J].
FUGEDI, P ;
GAREGG, PJ ;
KVARNSTROM, I ;
SVANSSON, L .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1988, 7 (02) :389-397
[8]
SYNTHESIS OF DISACCHARIDES AND TRI-SACCHARIDES CORRESPONDING TO RECEPTOR STRUCTURES RECOGNIZED BY PYELONEPHRITOGENIC ESCHERICHIA-COLI FIMBRIAE (PILI) [J].
GAREGG, PJ ;
HULTBERG, H .
CARBOHYDRATE RESEARCH, 1982, 110 (02) :261-266
[9]
SYNTHESIS OF ALLYL O-[SODIUM (ALPHA-D-GLYCERO-D-TALO-2-OCTULOPYRANOSYL)ONATE]-(2-]6)-2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE, A CORE CONSTITUENT OF THE LIPOPOLYSACCHARIDE FROM ACINETOBACTER-CALCOACETICUS NCTC 10305 [J].
GASS, J ;
STROBL, M ;
LOIBNER, A ;
KOSMA, P ;
ZAHRINGER, U .
CARBOHYDRATE RESEARCH, 1993, 244 (01) :69-84
[10]
Glaudemans C.P.J., 1980, METHODS CARBOHYDR CH, V8, P271