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Practical silyl protection of ribonucleosides.


ABSTRACT: 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.

SUBMITTER: Blaisdell TP 

PROVIDER: S-EPMC3857215 | biostudies-literature | 2013 Sep

REPOSITORIES: biostudies-literature

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Practical silyl protection of ribonucleosides.

Blaisdell Thomas P TP   Lee Sunggi S   Kasaplar Pinar P   Sun Xixi X   Tan Kian L KL  

Organic letters 20130903 18


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. ...[more]

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