PHENYLSULFENYL D-RIBOFURANOSIDES AS EFFICIENT RIBOSYL DONORS - APPLICATION TO THE SYNTHESIS OF [1'-C-13]-(DEOXY)NUCLEOSIDES

被引:37
作者
CHANTELOUP, L [1 ]
BEAU, JM [1 ]
机构
[1] UNIV ORLEANS,CNRS,BIOCHIM STRUCT LAB,BP 6759,F-45067 ORLEANS 2,FRANCE
关键词
ANOMERIC SULFOXIDES; SILYLATED NUCLEOBASES; 1'-C-13]-NUCLEOSIDES; 2'-DEOXYNUCLEOSIDES;
D O I
10.1016/S0040-4039(00)79089-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Readily available phenylsulfenyl 2,3,5-tri-O-benzoyl-beta-D-ribofuranoside glycosylates silylated nucleobases in a fast, high-yielding and stereoselective reaction promoted by trimethylsilyl trifluoromethanesulfonate. The method has been applied to the synthesis of [1'-C-13] labelled nucleosides further transformed to building blocks ready for oligodeoxynucleotide construction.
引用
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页码:5347 / 5350
页数:4
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