Practical Silyl Protection of Ribonucleosides

被引：25

作者：

Blaisdell, Thomas P. ^{[2
]}

Lee, Sunggi ^{[2
]}

Kasaplar, Pinar ^{[1
]}

Sun, Xixi ^{[2
]}

Tan, Kian L. ^{[2
]}

机构：

[1] Inst Chem Res Catalonia, Tarragona 43007, Spain

[2] Boston Coll, Chestnut Hill, MA 02467 USA

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 18期

关键词：

CATALYTIC ENANTIOSELECTIVE SILYLATION; KINETIC RESOLUTION; SECONDARY ALCOHOLS; RNA INTERFERENCE; CARDIAC GLYCOSIDE; FUNCTIONALIZATION; DESYMMETRIZATION; VANCOMYCIN; STRATEGIES; DIGITOXIN;

D O I：

10.1021/ol402023c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein we report the site-selective silylation of the ribonucelosides. The method enables a simple and efficient procedure for accessing suitably protected monomers for automated RNA synthesis. Switching to the opposite enantiomer of the catalyst allows for the selective silylation of the 3'-hydroxyl, which could be used in the synthesis of unnatural RNA or for the analoging of ribonucelosides. Lastly, the procedure was extended to ribavirin a potent antiviral therapeutic.

引用

收藏

页码：4710 / 4713

页数：4

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