Byoung-Kwon Chun

N4-hydroxycytosine dioxolane nucleosides and their activity against hepatitis B virus.

Novel racemic, d- and l-β-dioxolane N 4-hydroxycytosine nucleosides have been synthesized and evaluated for their activity against hepatitis B virus. None of the synthesized nucleosides demonstrated selective anti-HBV activity.

Ring-expanded analogues of natural oxetanocin : (+) and (-) hydroxymethyl isodideoxyadenosine

New enantiomeric isonucleoside analogues related to natural oxetanocin have been synthesized from D-glucosamine and D-glucose. The structures of the target compounds were confirmed by NMR, HRMS, UV, single crystal X-ray, and optical rotation data. Stability studies with respect to purine nucleoside phosphorylase and adenosine deaminase show that these compounds are not substrates. Antiviral results are discussed.

Unusual olefin formation by PhSe-F trans-elimination

A new approach to the synthesis of 2′,3′-didehydro-2′,3′-dideoxynucleosides was described in excellent yield through unusual olefin formation by PhSe-F trans-elimination.