2′,3′-O-phosphonoalkylidene derivatives of ribonucleosides:: Synthesis and reactivity

被引:22
作者
Endová, M [1 ]
Masojídková, M [1 ]
Budesinsky, M [1 ]
Rosenberg, I [1 ]
机构
[1] Acad Sci Czech Republ, Inst Organ Chem & Biochem, CR-16610 Prague 6, Czech Republic
关键词
D O I
10.1016/S0040-4020(98)00653-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel type of nucleotide analogues, the 2',3'-O-(1-diethylphosphono)alkylidene derivatives of ribonucleosides was prepared by redox reaction of diethyl chlorophosphite with various nucleoside orthoesters. Some of these compounds undergo interesting rearrangements when treated with nucleophiles. The configuration of the title compounds was determined by 2D-ROESY experiments. Biological activity of partially protected nucleotide analogues is also discussed. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:11151 / 11186
页数:36
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