Enantiodivergent Synthesis of Cyclohexenyl Nucleosides

被引:14
|
作者
Ferrer, Eric [1 ]
Alibes, Ramon [1 ]
Busque, Felix [1 ]
Figueredo, Marta [1 ]
Font, Josep [1 ]
de March, Pedro [1 ]
机构
[1] Univ Autonoma Barcelona, Dept Quim, E-08193 Barcelona, Spain
来源
JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 06期
关键词
P-BENZOQUINONE; ANTIVIRAL ACTIVITY; ENANTIOSELECTIVE SYNTHESIS; POTENTIAL INHIBITORS; ASYMMETRIC-SYNTHESIS; VIRUS TYPE-1; MECHANISM; AGENT; RING;
D O I
10.1021/jo802492g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantiodivergent synthesis of several cyclohexenyl nucleosides has been efficiently completed starting from the enantiopure hydrobenzoin-derived monoketal of cyclohex-2-en-1,4-dione, (+)-5. Stereodiversity was accomplished on the base coupling step. This methodology has proved to be useful for the synthesis of enantiopure pyrimidine and purine nucleoside analogues, which anti-HIV activity has been evaluated.
引用
收藏
页码:2425 / 2432
页数:8
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