Synthesis of dinucleotides with 2′-C to phosphate connections by ring-closing metathesis

被引:18
作者
Borsting, P
Christensen, MS
Steffansen, SI
Nielsen, P [1 ]
机构
[1] Univ So Denmark, Nucl Acid Ctr, DK-5230 Odense M, Denmark
[2] Univ So Denmark, Dept Chem, DK-5230 Odense M, Denmark
关键词
ring-closing metathesis; nucleosides; dinucleotides; conformational restriction;
D O I
10.1016/j.tet.2005.10.074
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Four different nucleosides with olefinic 2'-modifications were prepared; 2'-C-methylene, 2'-C-(propen-l-yl), 2'-C-allyl and 2'-O-allyl uridines, respectively. These were incorporated into dinucleotides with allyl phosphate or vinyl phosphonate linkages. Hence, six different dinucleotides were studied as substrates for RCM reactions, and from four of these, cyclic dinucleotides with connections between 2'-C and phosphorus of 3-6 atoms were obtained. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1139 / 1149
页数:11
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