THE USE OF SELENOPHENYL GALACTOPYRANOSIDES FOR THE SYNTHESIS OF ALPHA-(1-]4)-DISACCHARIDES AND BETA-(1-]4)-C-DISACCHARIDES

被引:48
作者
MALLET, A [1 ]
MALLET, JM [1 ]
SINAY, P [1 ]
机构
[1] ECOLE NORMALE SUPER,DEPT CHIM,URA 1686,F-75231 PARIS 05,FRANCE
关键词
D O I
10.1016/S0957-4166(00)80403-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Methyl alpha-C-lactoside (beta-D-Galp-C-(1-->4)-alpha-D-Glcp-OMe) and its alpha anomer were expeditiously synthesized by radical coupling of various selenophenyl galactopyranosides onto methyl 2,3-di-O -benzyl-4-deoxy-4-C-methylene-alpha-D-xylo-hexopyranoside, which are temporarily connected through a silaketal tether.
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页码:2593 / 2608
页数:16
相关论文
共 50 条
[1]  
ABEL S, 1991, SYNLETT, P171
[2]   APPLICATIONS OF RADICAL-ADDITION REACTIONS TO THE SYNTHESIS OF A C-GLUCOSIDE AND A FUNCTIONALIZED AMINO-ACID [J].
ADLINGTON, RM ;
BALDWIN, JE ;
BASAK, A ;
KOZYROD, RP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (17) :944-945
[3]   SYNTHESIS OF C-GLYCOSYL COMPOUNDS BY THE ADDITION OF GLYCOSYL RADICALS TO OLEFINS [J].
ARAKI, Y ;
ENDO, T ;
TANJI, M ;
NAGASAWA, J ;
ISHIDO, Y .
TETRAHEDRON LETTERS, 1987, 28 (47) :5853-5856
[4]   DEOXY-NITROSUGARS .6. STEREOELECTRONIC CONTROL IN THE REDUCTIVE DENITRATION OF TERTIARY NITRO ETHERS - A SYNTHESIS OF C-GLYCOSIDES [J].
BAUMBERGER, F ;
VASELLA, A .
HELVETICA CHIMICA ACTA, 1983, 66 (07) :2210-2222
[5]  
BENHADDOU R, 1992, SYNLETT, P967
[6]   THE PREPARATION AND PROPERTIES OF PHENYL BETA-D-SELENOGLUCOSIDE AND ITS TETRAACETATE [J].
BONNER, WA ;
ROBINSON, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (01) :354-356
[7]  
CHENEDE A, 1994, SYNLETT, P420
[8]   NEW AND EFFICIENT SYNTHESIS OF PROTECTED 2-AZIDO-2-DEOXY-GLYCOPYRANOSES FROM THE CORRESPONDING GLYCAL [J].
CZERNECKI, S ;
AYADI, E ;
RANDRIAMANDIMBY, D .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (01) :35-36
[9]  
DEMESMAEKER A, 1990, SYNLETT, P687
[10]  
DEMESMAEKER A, 1992, SYNLETT, P285