Novel convenient syntheses of LNA [2.2.1]bicyclo nucleosides

被引:116
作者
Koshkin, AA [1 ]
Rajwanshi, VK [1 ]
Wengel, J [1 ]
机构
[1] Univ Copenhagen, Dept Chem, Chem Lab 2, DK-2100 Copenhagen, Denmark
关键词
D O I
10.1016/S0040-4039(98)00706-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
LNA (Locked Nucleic Acids) is a novel oligonucleotide analogue containing [2.2.1]bicyclo nucleoside monomers. A novel and significantly improved method for convergent synthesis of LNA [2.2.1]bicyclo nucleosides using a 4-C-tosyloxymethyl-1,2-di-O-acetyl furanose as a key synthon is described. In addition, an alternative, robust linear approach allowing selective formation of the desired [2.2.1]bicyclo LNA nucleosides via a tricyclic nucleoside intermediate is introduced. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4381 / 4384
页数:4
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