Synthetic Methodologies for C-Nucleosides

Qinpei Wu; Claire Simons

doi:10.1055/s-2004-829106

REVIEW

Synthetic Methodologies for C-Nucleosides

Qinpei Wu*^a, Claire Simons*^b
^a School of Life Science and Technology, Beijing Institute of Technology, Beijing 100081, P. R. China
Fax: +86(10)68913293; e-Mail: qpwu@bit.edu.cn;
^b Welsh School of Pharmacy, Cardiff University, Cardiff CF10 3XF, UK
Fax: +44(29)20876307; e-Mail: simonsc@cardiff.ac.uk;

Abstract

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Abstract

The study and synthesis of C-nucleosides has been extensive owing to their biological activity and potential as drug candidates for antiviral and anticancer therapy. Numerous synthetic strategies have also been investigated in order to optimize yields and stereoselectivity in the glycosylation reaction. Here we review one class of synthetic methods, direct condensation of a pre-formed aglycon unit with an appropriate sugar component.

1 Introduction
2 Coupling of Ribofuranose Derivatives with Organometallic Reagents
3 Heck-Type Coupling Reaction
4 Coupling of Protected Ribofuranosyl Chlorides with Organometallic Reagents
5 Coupling of 1,4-Ribonolactone Derivatives with Organometallic Reagents
6 Coupling Reactions Mediated by Lewis Acids
7 Conclusions

Key words

C-nucleosides - organometallic reagents - Heck-type reaction - anticancer - antiviral

Full Text

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