Syntheses of pyridine C-nucleosides as analogues of the natural nucleosides dC and dU

被引:37
作者
Sun, Z [1 ]
Ahmed, S [1 ]
McLaughlin, LW [1 ]
机构
[1] Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA
关键词
D O I
10.1021/jo060066y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The syntheses of four pyrimidine C-nucleosides are described. These derivatives are desioned as mimics of dC and dU, and in that respect, each can form two hydrogen bonds with complementary dG or dA residues. The minor groove O2 carbonyl in each derivative is replaced by a fluorine or a methyl group. The key carbon-carbon bond connecting the heterocycle to the carbohydrate is formed using a Heck-type palladium-mediated coupling reaction.
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页码:2922 / 2925
页数:4
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