The synthesis of novel structural analogues of sialyl Lewis

被引:9
作者
Murphy, PV
Hubbard, RE
Manallack, DT
Montana, JG
Taylor, RJK [1 ]
机构
[1] Univ York, Dept Chem, York YO1 5DD, N Yorkshire, England
[2] Chirosci Ltd, Cambridge CB4 4WE, England
关键词
D O I
10.1016/S0040-4039(98)00468-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of conformationally rigid tetralin-based mimics of the tetrasaccharide sialyl Lewis(X) are described. Palladium catalysed coupling reactions are employed in the key synthetic steps. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3273 / 3276
页数:4
相关论文
共 19 条
[1]   Synthesis of sialyl Lewis(x) mimics: Replacement of galactose by aromatic spacers [J].
Banteli, R ;
Ernst, B .
TETRAHEDRON LETTERS, 1997, 38 (23) :4059-4062
[2]  
CABRE J, 1984, SYNTHESIS-STUTTGART, P413
[3]   PALLADIUM-CATALYZED REACTION OF PHENYL FLUOROALKANESULFONATES WITH ALKYNES AND ALKENES [J].
CHEN, QY ;
YANG, ZY .
TETRAHEDRON LETTERS, 1986, 27 (10) :1171-1174
[4]   SYNTHESIS OF BENZOIC AND TETRALONE CARBOXYLIC-ACID ESTERS FROM PHENOLS BY PALLADIUM CATALYZED ALKOXY ARYLOXY CARBONYLATION [J].
GERLACH, U ;
WOLLMANN, T .
TETRAHEDRON LETTERS, 1992, 33 (38) :5499-5502
[5]  
GREENE TW, 1991, PROTECTIVE GROUPS OR, P49
[6]   Design and synthesis of sialyl Le(X) mimetics based on carbocyclic scaffolds' derived from (-) quinic acid [J].
Hanessian, S ;
Reddy, GV ;
Huynh, HK ;
Pan, JW ;
Pedatella, S ;
Ernst, B ;
Kolb, HC .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (21) :2729-2734
[7]  
HASEGAWA A, 1997, CARBOHYDRATES DRUG D, P137
[8]   Synthesis of sulfo and sialyl Lewis(X) analogs with a mannose at the reducing end [J].
Huang, BG ;
Locke, RD ;
Jain, RK ;
Matta, KL .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (09) :1157-1160
[9]  
KOLB HC, 1997, BIOORG MED CHEM LETT, V7, P2485
[10]   HALIDE ION CATALYZED GLYCOSIDATION REACTIONS SYNTHESES OF ALPHA-LINKED DISACCHARIDES [J].
LEMIEUX, RU ;
HENDRIKS, KB ;
STICK, RV ;
JAMES, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (14) :4056-4062