Work

Practical Silyl Protection of Ribonucleosides

Year: 2013

Type: article

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.

Source: Organic Letters

DOI: 10.1021/ol402023c

Authors: Thomas P. Blaisdell, Sunggi Lee, Pinar Kasaplar, Xixi Sun, Kian L. Tan

Institutions: Boston College, Institut Català d'Investigació Química

Language: English

Topic: DNA and Nucleic Acid Chemistry

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: green

Funders: National Institute of General Medical Sciences, Division of Chemistry

Award: Practical Strategies for Controlling Selectivity in Organic Reactions