A divergent synthesis of D- and L-carbocyclic 4′-fluoro-2′,3′-dideoxynucleosides as potential antiviral agents

被引:36
作者
Chong, Y [1 ]
Gumina, G [1 ]
Chu, CK [1 ]
机构
[1] Univ Georgia, Coll Pharm, Dept Pharmaceut & Biomed Sci, Athens, GA 30602 USA
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0957-4166(00)00482-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
D- and L-Carbocyclic 4'-fluoro-2',3'-dideoxynucleosides have been synthesized from 2, which can be conveniently prepared from 1.2:5.6-di-O-isopropylidene-D-mannitol 1 in eight steps. Ruthenium-catalyzed ring-closing metathesis has been employed in the synthesis of D-nucleosides, whereas the L-series have been obtained through an intramolecular nucleophilic substitution reaction. The Mitsunobu condensation was used as a general tool for the synthesis of both purine and pyrimidine nucleosides. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4853 / 4875
页数:23
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