Synthesis 2007(6): 929-935  
DOI: 10.1055/s-2007-965935
PAPER
© Georg Thieme Verlag Stuttgart · New York

A General Route to 4-C-Substituted Pyrimidine Nucleosides

Ulrich Hennecke, David Kuch, Thomas Carell*Fakultät für Chemie und Pharmazie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13 Haus F, 81377 München, Germany
Fax: +49(89)218077756; e-Mail: thomas.carell@cup.uni-muenchen.de;
Further Information

Publication History

Received 2 November 2006
Publication Date:
13 February 2007 (eFirst)

Abstract

Palladium-catalyzed cross-coupling reactions of tin and zinc nucleophiles with arylsulfonates of pyrimidine nucleosides have been achieved to give a wide range of 4-C-substituted pyrimidine nucleosides. This method also allows the construction of pyrimidine-pyrimidinone dinucleosides, containing the carbon skeleton of the (6-4) DNA photo lesion.