Glycosidation of solid-supported glycosyl donors tethered by a trialkylsilane linker

被引:37
作者
Doi, T
Sugiki, M
Yamada, H
Takahashi, T
Porco, JA
机构
[1] Tokyo Inst Technol, Dept Chem Engn, Meguro Ku, Tokyo 152, Japan
[2] Argonaut Technol, San Carlos, CA 94070 USA
关键词
glycosidation; solid-phase synthesis; thioglycosides; resins;
D O I
10.1016/S0040-4039(99)00133-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Glycosidation of silicon-connected glycosyl donors on polystyrene resin is described Thiophenyl glycoside 2a and glucopyranosyl fluoride 2 b reacted with glycosyl acceptor 3 (R-2 = Bn) to give disaccharide 4a in 96% and 70% yields, respectively. Glycosidation of thiophenyl glucoside 2a (R-1 =Bn or Bz) with glycosyl acceptor 3 (R-2 =Bn or Ac) yielded 4a-4c in satisfactory yields and 4d in moderate yield. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2141 / 2144
页数:4
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