SYNTHESIS OF MODIFIED NUCLEOSIDES - PALLADIUM-CATALYZED COUPLINGS OF ORGANOSTANNANES OR ORGANOBORANES WITH PYRIMIDINE NUCLEOSIDES

被引:22
作者
FLYNN, BL [1 ]
MACOLINO, V [1 ]
CRISP, GT [1 ]
机构
[1] UNIV ADELAIDE,DEPT ORGAN CHEM,POB 498,ADELAIDE,SA 5001,AUSTRALIA
来源
NUCLEOSIDES & NUCLEOTIDES | 1991年 / 10卷 / 04期
关键词
D O I
10.1080/07328319108046661
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Coupling of suitably protected 5-iodouridine or 5-iodo-2'-deoxyuridine with either arylboronic acids or aryltrimethylstannanes in the presence of a palladium catalyst gave moderate yields of the corresponding 5-aryluridines and 5-aryl-2'-deoxyuridines. 5-Hydroxyuridine was converted into 5-(trifluoromethanesulphonyl)uridine in good yield and the triacetate of this modified nucleoside also underwent palladium-catalysed couplings with a variety of organostannanes to produce the 5-substituted uridine in excellent yield.
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页码:763 / 779
页数:17
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