Rapid assembly of oligosaccharides: 1,2-diacetal-mediated reactivity tuning in the coupling of glycosyl fluorides

被引:60
作者
Baeschlin, DK [1 ]
Green, LG [1 ]
Hahn, MG [1 ]
Hinzen, B [1 ]
Ince, SJ [1 ]
Ley, SV [1 ]
机构
[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
基金
英国工程与自然科学研究理事会; 英国生物技术与生命科学研究理事会;
关键词
D O I
10.1016/S0957-4166(99)00519-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
This paper describes the application of 1,2-diacetal protecting groups to control the reactivity tuning of glycosyl fluorides in oligosaccharide coupling reactions. The synthetic potential of this new methodology is demonstrated by the 'one-pot' synthesis of a linear pentasaccharide and the efficient assembly of the core oligosaccharide of the GPI anchor of yeast (Saccharomyces cerevisiae). (C) 2000 Elsevier Science Ltd. All rights reserved.
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页码:173 / 197
页数:25
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