EFFICIENT SYNTHESIS OF 2'-O-ALKYL RIBONUCLEOSIDES USING TRICHLOROACETIMIDATE D-RIBOFURANOSIDES AS RIBOSYL DONORS

被引：23

作者：

CHANTELOUP, L ^{[1
]}

THUONG, NT ^{[1
]}

机构：

[1] CTR BIOPHYS MOLEC,CNRS,F-45071 ORLEANS 2,FRANCE

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 06期

关键词：

O-RIBOSYL-TRICHLOROACETIMIDATES; SILYLATED NUCLEOBASES; 2'-O-ALKYL RIBONUCLEOSIDES;

D O I：

10.1016/S0040-4039(00)75987-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Trichloroacetimidate-2-O-alkyl-3, 5-O-TIPS-beta-D-ribofuranoside glycosylates silylated nucleobases in a fast high-yielding and stereoselective reaction promoted by trimethylsilyl trifluoromethanesulfonate. This method has been applied to the synthesis of 2'-O-alkyl ribonucleosides further transformed to building blocks ready for oligo(2'-O-alkyl)ribonucleotide construction.

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页码：877 / 880

页数：4

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