No abstract

A novel class of 3',4'-trans-linked bicyclic nucleosides with locked S-type furanose conformations is introduced by synthesis of two model derivatives; one was obtained by cyclic ether formation and the other by ring-closing metathesis methodology.

Ring-closing metathesis (RCM) is applied as a new and powerful technology in the construction of nucleoside analogues that are conformationally restricted in S-type conformations due to additional 3',4'- and/or 3',5'-linkages.

RAVN, J.; FREITAG, M.; THOMASEN, H.; CHRISTENSEN, N. K.; PETERSEN, M.; NIELSEN*, P.; Nucleosides, Nucleotides Nucleic Acids 22 (2003) 5-8, 723-725; Dep. Chem., Univ. South. Den., DK-5230 Odense, Den.; Eng.) -Lindner 03-217

Nucleic acidsNucleic acids U 0700 3',4'-trans-Linked Bicyclic Nucleosides Locked in S-Type Conformations. -The title compounds (VIII) and (XIV) are obtained via cyclic ether formation and by ring-closure metathesis reaction of the corresponding precursors (VII) and (XIII). -(THOMASEN, H.; MELDGAARD, M.; FREITAG, M.; PETERSEN, M.; WENGEL, J.; NIELSEN*, P.; Chem. Commun. (Cambridge) 2002, 17, 1888-1889; Dep. Chem., Univ. South. Den., DK-5230 Odense, Den.; Eng.) -M. Paetzel 01-199