N-glycosylation with glycosyl diethyl phosphites:: A highly stereoselective synthesis of 2′-deoxy-β-ribonucleosides

被引：13
|
作者：
Hashimoto, S [1 ]
Inagaki, J [1 ]
Sakamoto, H [1 ]
Sano, A [1 ]
Nakajima, M [1 ]
机构：
[1] Hokkaido Univ, Fac Pharmaceut Sci, Sapporo, Hokkaido 060, Japan
来源：
HETEROCYCLES | 1997年 / 46卷
关键词：
D O I：
10.3987/COM-97-S80
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile and direct method for the construction of 2'-deoxy-beta-N-glycosidic linkages in 2'-deoxyribonucleoside synthesis has been developed by using 3-(3,4,5-trimethoxybenzoyl)-protected 2-deoxyribofuranosyl diethyl phosphites as a glycosyl donor in the presence of trimethylsilyl triflate, wherein coupling reactions with silylated pyrimidine bases have been found to exhibit beta-selectivities up to 96%.
引用
收藏
页码：215 / 220
页数：6
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