Synthesis of Optically Active 1,4-Dioxane Nucleotide Analogs

Abstract

Optically active nucleotide analogs were prepared that were composed of a 1,4-dioxane ring as the sugar analog to which either uracil or adenine attached together with two carboxylic ester groups, to be used as vehicles for formation of oligomers. The chiral 1,4-dioxane moiety was constructed from dimethyl L-tartrate via the corresponding (2R,3R)-dimethyl 2-O-allyl-tartrate.

Keywords:

• Chiral pool
• chiral synthesis
• cyclization
• nucleotide analogs
• oxygen heterocycles

ACKNOWLEDGMENTS

We thank the Norwegian Research Council for generous financial support.