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Original Articles

Synthesis of Nucleoside Analogues Containing an Oxetane Ring Fused to the Furan Ring

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Pages 1539-1547 | Received 02 Mar 1992, Accepted 19 May 1992, Published online: 23 Sep 2006
 

Abstract

The photo-adduct obtained from benzoyloxyacetaldehyde and furan was epoxidized, and the tricyclic compound was converted by reaction of persilylated thymine and cytosine in the presence of zinc chloride to thymidine and cytidine analogues containing a fused dioxabicyclo[3.2.0]heptane „sugar“ portion, which were converted to furanosides of well defined stereochemistry.

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